1-(Azolin-2-yl)amino-1,2-diphenylethane compounds for combating animal pests

ABSTRACT

The present invention relates to 1-(azolin-2-yl)amino-1,2-diphenylethane compounds of the formula I and to their salts which are useful for combating animal pests. The invention also relates to a method for controlling animal pests by using these compounds, to seed and to an agricultural and veterinary composition comprising said compounds. 
     
       
         
         
             
             
         
       
         
         
           
             wherein A is a radical of formulae A.1 or A.2 
           
         
       
    
     
       
         
         
             
             
         
       
         
         
           
             wherein # denotes the bond to the remaining compound of formula I, X is selected from O, S and NR X , 
             R 1  is selected from the group consisting of —OR A , —NR B1 R B2 ,
           C(═O)—R C , —C(═O)—OR D , —C(═O)—SR E , —C(═O)—NR B1 R B2 ′, —C(═S)—R C ′, —C(═S)—OR D ′, —C(═S)—SR E ′, —C(═S)—NR B1 R B2 , —C(═NR 1a )—R C ′, —C(═NR 1b )—OR D ′, —C(═NR 1c )—SR E ′, —C(═NR 1d )—NR B1 R B2 ,   —S(═O)—R F , —S(═O) 2 —R G , —S(═O) 2 —NR B1 R B2 ′, —P(═O)R H1 R H2 , —P(═S)R H1 R H2 , —B—C(═O)—R I , —B—O—C(═O)—R I , —B—S—C(═O)—R I , —B—N(R J )—C(═O)—R K , —B—C(═S)—R K , —B—O—C(═S)—R K , —B—S—C(═S)—R K , —B—N(R J )—C(═S)—R K ,   C 1 -C 8 -alkenyl, C 1 -C 8 -alkynyl, C 3 -C 8 -cycloalkyl, which is unsubstituted or may carry 1 to 4 substituents R 1e ,   naphthyl, which is unsubstituted or may carry 1 to 4 substituents R 1f ,   a saturated or partially unsaturated heterocycle, which is unsubstituted or may carry 1 to 4 substituents R 1g ,   hetaryl, which is unsubstituted or may carry 1 to 4 substituents R 1h , and C 1 -C 6 -alkyl, which carries a radical selected from the group consisting of —NR 1i R 1j , C 1 -C 4 -alkoxycarbonyl, C 3 -C 8 -cycloalkyl, aryl, aryloxy, arylthio, heterocyclyl, heterocyclyloxy and heterocyclylthio,   R 2 , R 3 , R 4 , R 5 , R 6  and R 7  are each independently hydrogen, halogen, OH, SH, NH 2 , SO 3 H, COOH, cyano, nitro, C 1 -C 6 -alkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -alkylamino etc.

The present invention relates to 1-(azolin-2-yl)amino-1,2-diphenylethanecompounds which are useful for combating animal pests. The inventionalso relates to a method for controlling animal pests by using thesecompounds, to seed and to an agricultural and veterinary compositioncomprising said compounds.

Animal pests and in particular arthropods and nematodes destroy growingand harvested crops and attack wooden dwelling and commercialstructures, causing large economic loss to the food supply and toproperty. While a large number of pesticidal agents are known, due tothe ability of target pests to develop resistance to said agents, thereis an ongoing need for new agents for combating insects, arachnids andnematodes. It is therefore an object of the present invention to providecompounds having a good pesticidal activity and showing a broad activityspectrum against a large number of different animal pests, especiallyagainst difficult to control insects, arachnids and nematodes.

Jennings et al. Pesticide Biochemistry and Physiology 30, 1988, p.190-197 describe several 2-phenylamino oxazolines and 2-benzylaminooxazolines which have insecticidal activity. Biosci. Biotech. Biochem.1992, 56 (7), 1062-1065 discloses phenyl-, benzyl- and phenethylthiazolines having insecticidal activity. However, these compounds arelimited in their activity or with regard to breadth of their activityspectrum.

The WO 2005/063724 describes 1-(azolin-2-yl)amino-1,2-diphenylethanecompounds of the general formulae C.1 and C.2,

wherein X is sulfur or oxygen, which are useful for combating insects,arachnids and nematodes.

It is an object of the present invention to provide compounds that havea good pesticidal activity, in particular insecticidal activity, andshow a broad activity spectrum against a large number of differentanimal pests, especially against difficult to control insects.

It has been found that these objectives can be achieved by compounds ofthe formula I below.

Therefore, in a first aspect, the invention relates to compounds offormula I

wherein

-   -   A is a radical of formulae A.1 or A.2

-   -   -   wherein # denotes the bond to the remaining compound of            formula I

    -   X is selected from O, S and NR^(X), wherein        -   R^(X) is selected from hydrogen, cyano, nitro, C₁-C₃-alkyl,            C₁-C₃-alkoxy, C₁-C₃-haloalkyl, C₁-C₃-haloalkoxy, formyl,            C₁-C₆-alkylcarbonyl and C₁-C₆-alkoxycarbonyl;

    -   R¹ is selected from the group consisting of —OR^(A),        —NR^(B1)R^(B2),        -   —C(═O)—R^(C), —C(═O)—OR^(D), —C(═O)—SR^(E),            —C(═O)—NR^(B1)R^(B2)′, —C(═S)—R^(C)′, —C(═S)—OR^(D)′,            —C(═S)—SR^(E)′, —C(═S)—NR^(B1)R^(B2), —C(═NR^(1a))—R^(C)′,            —C(═NR^(1b))—OR^(D)′, —C(═NR^(1c))—SR^(E)′,            —C(═NR^(1d))—NR^(B1)R^(B2),        -   —S(═O)—R^(F), —S(═O)₂—R^(G), —S(═O)₂—NR^(B1)R^(B2)′,            —P(═O)R^(H1)R^(H2), —P(═S)R^(H1)R^(H2), —B—C(═O)—R^(I),            —B—O—C(═O)—R^(I), —B—S—C(═O)—R^(I), —B—N(R^(J))—C(═O)—R^(K),            —B—C(═S)—R^(K), —B—O—C(═S)—R^(K), —B—S—C(═S)—R^(K),            —B—N(R^(J))—C(═S)—R^(K),        -   C₁-C₈-alkenyl, C₁-C₈-alkynyl, C₃-C₈-cycloalkyl, which is            unsubstituted or may carry 1 to 4 substituents R^(1e),        -   naphthyl, which is unsubstituted or may carry 1 to 4            substituents R^(1f),        -   a saturated or partially unsaturated heterocycle, which is            unsubstituted or may carry 1 to 4 substituents R^(1g),        -   hetaryl, which is unsubstituted or may carry 1 to 4            substituents R^(1h), and        -   C₁-C₆-alkyl, which carries a radical selected from the group            consisting of —NR^(1i)R^(1j), C₁-C₄-alkoxycarbonyl,            C₃-C₈-cycloalkyl, aryl, aryloxy, arylthio, heterocyclyl,            heterocyclyloxy and heterocyclylthio, wherein the alkyl,            cycloalkyl, aryl or heterocyclyl moieties of the last 8            mentioned radicals may carry 1, 2, 3 or four radicals            selected from CN, NO₂, halogen, C₁-C₃-alkyl, C₁-C₃-alkoxy,            C₁-C₃-haloalkyl, C₁-C₃-haloalkoxy and C₃-C₈-cycloalkyl,            wherein        -   B is linear or branched C₁-C₄-alkylene, which is            unsubstituted or may carry 1, 2, 3 or 4 radicals selected            from halogen and C₁-C₃-alkoxy,        -   R^(A) is selected from the group consisting of hydrogen,            C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, wherein the last            three mentioned radicals may carry 1, 2, 3 or 4 substituents            selected independently from halogen, C₁-C₃-alkoxy,            C₁-C₃-haloalkoxy, C₁-C₃-alkylthio, C₁-C₃-haloalkylthio and            C₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl which is unsubstituted or            may carry 1, 2, 3 or 4 substituents R^(1e), naphthyl which            is unsubstituted or may carry 1, 2, 3 or 4 substituents            R^(1f), and hetaryl which is unsubstituted or may carry 1,            2, 3 or 4 substituents R^(1h),        -   R^(B1), R^(B2) are selected independently from the group            consisting of hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl,            C₂-C₆-alkynyl, wherein the last three mentioned radicals may            carry 1, 2, 3 or 4 substituents selected independently from            halogen, C₁-C₃-alkoxy, C₁-C₃-haloalkoxy, C₁-C₃-alkylthio,            C₁-C₃-haloalkylthio and C₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl            which is unsubstituted or may carry 1, 2, 3 or 4            substituents R^(1e), phenyl which is unsubstituted or may            carry 1, 2, 3 or 4 substituents R^(1f), naphthyl which is            unsubstituted or may carry 1, 2, 3 or 4 substituents R^(1f),            and hetaryl which is unsubstituted or may carry 1, 2, 3 or 4            substituents R^(1h),        -   R^(B2)′ is selected from the group consisting of            C₃-C₈-cycloalkyl which is unsubstituted or may carry 1, 2, 3            or 4 substituents R^(1e), phenyl which is unsubstituted or            may carry 1, 2, 3 or 4 substituents R^(1f), naphthyl which            is unsubstituted or may carry 1, 2, 3 or 4 substituents            R^(1f), and hetaryl which is unsubstituted or may carry 1,            2, 3 or 4 substituents R^(1h),        -   R^(C) is selected from, C₁-C₆-alkyl which carries 1, 2, 3 or            4 radicals selected from C(═O)OH, aryloxy, hetaryloxy,            arylthio, hetarylthio or C₁-C₄-alkoxy-carbonyl, wherein the            five last mentioned radicals are unsubstituted or may carry            1, 2, 3 or 4 groups selected independently from CN, NO₂,            halogen, C₁-C₃-alkyl, C₁-C₃-alkoxy, C₁-C₃-haloalkyl,            C₁-C₃-haloalkoxy and C₃-C₈-cycloalkyl,        -   R^(C)′ is selected from the group consisting of hydrogen,            C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, wherein the last            three mentioned radicals may carry 1, 2, 3 or 4 substituents            selected independently from halogen, C₁-C₃-alkoxy,            C₁-C₃-haloalkoxy, C₁-C₃-alkylthio, C₁-C₃-haloalkylthio and            C₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl which is unsubstituted or            may carry 1, 2, 3 or 4 substituents R^(1e), phenyl which is            unsubstituted or may carry 1, 2, 3 or 4 substituents R^(1f),            naphthyl which is unsubstituted or may carry 1, 2, 3 or 4            substituents R^(1f), and hetaryl which is unsubstituted or            may carry 1, 2, 3 or 4 substituents R^(1h),        -   R^(D), R^(E) are selected from the group consisting of            C₂-C₆-alkenyl, C₂-C₆-alkynyl, wherein the last two mentioned            radicals may carry 1, 2, 3 or 4 substituents selected            independently from halogen, C₁-C₃-alkoxy, C₁-C₃-haloalkoxy,            C₁-C₃-alkylthio, C₁-C₃-haloalkylthio and C₃-C₈-cycloalkyl,            C₃-C₈-cycloalkyl which is unsubstituted or may carry 1, 2, 3            or 4 substituents R^(1e), phenyl which is unsubstituted or            may carry 1, 2, 3 or 4 substituents R^(1f), naphthyl which            is unsubstituted or may carry 1, 2, 3 or 4 substituents            R^(1f), and hetaryl which is unsubstituted or may carry 1,            2, 3 or 4 substituents R^(1h),        -   R^(D)′, R^(E)′, R^(E)′, R^(G), R^(H1), R^(H2) have one of            the meanings given for R^(D), R^(E) or are selected from            hydrogen or C₁-C₆-alkyl, which is unsubstitued or carries 1,            2, 3 or 4 substituents selected independently from halogen,            C₁-C₃-alkoxy, C₁-C₃-haloalkoxy, C₁-C₃-alkylthio,            C₁-C₃-haloalkylthio and C₃-C₈-cycloalkyl,        -   R^(I), R^(K) are selected from the group consisting of            C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, wherein the last            three mentioned radicals may carry 1, 2, 3 or 4 substituents            selected independently from halogen, C₁-C₃-alkoxy,            C₁-C₃-haloalkoxy, C₁-C₃-alkylthio, C₁-C₃-haloalkylthio and            C₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl which is unsubstituted or            may carry 1, 2, 3 or 4 substituents R^(1e), phenyl which is            unsubstituted or may carry 1, 2, 3 or 4 substituents R^(1f),            naphthyl which is unsubstituted or may carry 1, 2, 3 or 4            substituents R^(1f), and hetaryl which is unsubstituted or            may carry 1, 2, 3 or 4 substituents R^(1h),        -   R^(J) is selected from the group consisting of hydrogen,            C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, wherein the last            three mentioned radicals may carry 1, 2, 3 or 4 substituents            selected independently from halogen, C₁-C₃-alkoxy,            C₁-C₃-haloalkoxy, C₁-C₃-alkylthio, C₁-C₃-haloalkylthio and            C₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl which is unsubstituted or            may carry 1, 2, 3 or 4 substituents R^(1e), phenyl which is            unsubstituted or may carry 1, 2, 3 or 4 substituents R^(1f),            naphthyl which is unsubstituted or may carry 1, 2, 3 or 4            substituents R^(1f), and hetaryl which is unsubstituted or            may carry 1, 2, 3 or 4 substituents R^(1h),        -   R^(1a), R^(1b), R^(1c) and R^(1d) is selected from hydrogen            C₁-C₃-alkyl, C₁-C₃-alkoxy, C₃-C₈-cycloalkyl, C₂-C₃-alkenyl            and C₂-C₃-alkenyloxy,        -   R^(1e), R^(1g) are independently of one another selected            from C₁-C₃-alkyl, C₁-C₃-alkoxy, C₁-C₃-haloalkyl and            C₁-C₃-haloalkoxy,        -   R^(1f), R^(1h) are independently of one another selected            from CN, NO₂, halogen, C₁-C₃-alkyl, C₁-C₃-alkoxy,            C₁-C₃-haloalkyl, C₁-C₃-haloalkoxy and C₃-C₈-cycloalkyl,        -   R^(1i) is selected from hydrogen, C₁-C₃-alkyl, C₁-C₃-alkoxy,            C₃-C₈-cycloalkyl, C₂-C₃-alkenyl and C₂-C₃-alkenyloxy, and        -   R^(1j) is selected from C₁-C₃-alkyl, C₁-C₃-alkoxy,            C₃-C₈-cycloalkyl, C₂-C₃-alkenyl and C₂-C₃-alkenyloxy, and

    -   R², R³, R⁴, R⁵, R⁶ and R⁷ are each independently hydrogen,        halogen, OH, SH, NH₂, SO₃H, COOH, cyano, nitro, C₁-C₆-alkyl,        C₁-C₆-alkoxy, C₁-C₆-alkylamino, di(C₁-C₆-alkyl)amino,        C₁-C₈-alkylthio, C₂-C₆-alkenyl, C₂-C₆-alkenyloxy,        C₂-C₆-alkenylamino, C₂-C₆-alkenylthio, C₂-C₆-alkynyl,        C₂-C₆-alkynyloxy, C₂-C₆-alkynylamino, C₂-C₆-alkynylthio,        C₁-C₆-alkylsulfonyl, C₁-C₆-alkylsulfoxyl, C₂-C₆-alkenylsulfonyl,        C₂-C₆-alkynylsulfonyl, formyl, C₁-C₆-alkylcarbonyl,        C₂-C₆-alkenylcarbonyl, C₂-C₆-alkynylcarbonyl,        C₁-C₆-alkoxycarbonyl, C₂-C₆-alkenyloxycarbonyl,        C₂-C₆-alkynyloxycarbonyl, carbonyloxy, C₁-C₆-alkylcarbonyloxy,        C₁-C₆-alkenylcarbonyloxy, C₁-C₆-alkynylcarbonyloxy, wherein the        carbon atoms in the aliphatic radicals of the aforementioned        groups may carry any combination of 1, 2 or 3 radicals selected        from the group consisting of halogen, cyano, nitro, hydroxy,        mercapto, amino, carboxyl, C₁-C₆-alkyl, C₁-C₆-alkoxy,        C₂-C₆-alkenyloxy, C₂-C₆-alkynyloxy, C₁-C₆-haloalkoxy and        C₁-C₆-alkylthio,        -   C(O)NR^(L)R^(M), (SC₂)NR^(L)R^(M), wherein R^(L) and R^(M)            are each independently hydrogen, C₁-C₆-alkyl, C₂-C₆-alkenyl,            or C₂-C₆-alkynyl, wherein the carbon atoms in these groups            may carry any combination of 1, 2 or 3 radicals selected            from the group consisting of halogen, cyano, nitro, hydroxy,            mercapto, amino, carboxyl, C₁-C₆-alkyl, C₁-C₆-alkoxy,            C₂-C₆-alkenyloxy, C₂-C₆-alkynyloxy, C₁-C₆-haloalkoxy and            C₁-C₆-alkylthio,        -   a radical Y—Ar or a radical Y-Cy, wherein        -   Y is a single bond, oxygen, sulfur, C₁-C₆-alkanediyl or            C₁-C₆-alkanediyloxy,        -   Ar is phenyl, naphthyl or a mono- or bicyclic 5- to            10-membered heteroaromatic ring, which contains 1,2, 3 or 4            heteroatoms se-lected from oxygen, sulfur and nitrogen as            ring members, wherein Ar is unsubstituted or may carry any            combination of 1, 2, 3, 4 or 5 radicals selected from the            group consisting of halogen, cyano, nitro, hydroxy,            mercapto, amino, carboxyl, C₁-C₆-alkyl, C₁-C₆-alkoxy,            C₂-C₆-alkenyloxy, C₂-C₆-alkynyloxy, C₁-C₆-haloalkoxy and            C₁-C₆-alkylthio; and        -   Cy is C₃-C₁₂-cycloalkyl, which is unsubstituted or            substituted with any combination of 1, 2, 3, 4 or 5 radicals            selected from the group consisting of halogen, cyano, nitro,            hydroxy, mercapto, amino, carboxyl, C₁-C₆-alkyl,            C₁-C₆-alkoxy, C₂-C₆-alkenyloxy, C₂-C₆-alkynyloxy,            C₁-C₆-haloalkoxy and C₁-C₆-alkylthio;

    -   and wherein two radicals R², R³, R⁴, R⁵ or R⁶ that are bound to        adjacent carbon atoms of the phenyl rings may form together with        said carbon atoms a fused benzene ring, a fused saturated or        partially un-saturated 5-, 6-, or 7-membered carbocycle or a        fused 5-, 6-, or 7-membered heterocycle, which contains 1, 2, 3        or 4 heteroatoms selected from O, S and N as ring members, and        wherein the fused ring is unsubstituted or may carry any        combination of 1, 2, 3, or 4 radicals selected from the group        consisting of halogen, cyano, nitro, hydroxy, mercapto, amino,        carboxyl, C₁-C₆-alkyl, C₁-C₆-alkoxy, C₂-C₆-alkenyloxy,        C₂-C₆-alkynyloxy, C₁-C₆-haloalkoxy and C₁-C₆-alkylthio;

or the enantiomers, diastereomers or salts thereof.

Another object of the present invention is the use of the compounds offormula I as defined above or of a salt thereof for combating animalpests.

Another object of the present invention is an agricultural compositioncontaining at least one compound of the formula I as defined aboveand/or an agriculturally acceptable salt thereof and at least one liquidor solid carrier.

Another object of the present invention is a veterinary compositioncontaining at least one compound of the formula I as defined aboveand/or a veterinarily acceptable salt thereof and at least oneveterinarily acceptable liquid or solid carrier.

The present invention also provides a method for controlling animalpests which method comprises treating the pests, their food supply,their habitat or their breeding ground or a plant, plant propagationmaterial, soil, area, material or environment in which the pests aregrowing or may grow, or the materials, plants, plant propagationmaterial, soils, surfaces or spaces to be protected from pest attack orinfestation with a pesticidally effective amount of a com-pound of theformula I or a salt thereof or a composition as defined above.

The invention further related to a method for treating or protecting ananimal from infestation or infection by parasites which comprisesbringing the animal in contact with a parasiticidally effective amountof a compound of the formula I or a veterinally acceptable salt thereofas defined above. Bringing the animal in contact with the compound I,its salt or the veterinary composition of the invention means applyingor administering it to the animal.

A further object of the present invention is plant propagation material,in particular seed, comprising at least one compound of formula I and/oran agriculturally acceptable salt thereof.

In the compounds of formula I, the carbon atom which carries the radicalA creates a center of chirality. Thus, the compound of formula I may bepresent in the form of different enantiomers or if another center ofchirality is present in any of the radicals R² to R⁷, it may exist inthe form of diastereomers. In case that A is a radical of the formulaA.2, the compound I may also exist as a cis- or trans-isomer withrespect to the N═C axis. The present invention relates to every possiblestereoisomer of the compounds of formula I, i.e. to single enantiomersor diastereomers, as well as to mixtures thereof.

The compounds of the present invention may be amorphous or may exist inone ore more different crystalline states (polymorphs) which may have adifferent macroscopic properties such as stability or show differentbiological properties such as activities. The present invention includesboth amorphous and crystalline compounds of the formula I, mixtures ofdifferent crystalline states of the respective compound I, as well asamorphous or crystalline salts thereof.

Salts of the compounds of the formula I are preferably agriculturallyand veterinarily acceptable salts. They can be formed in a customarymethod, e.g. by reacting the compound with an acid of the anion inquestion if the compound of formula I has a basic functionality or byreacting an acidic compound of formula I with a suitable base.

Suitable agriculturally useful salts are especially the salts of thosecations or the acid addition salts of those acids whose cations andanions, respectively, do not have any adverse effect on the action ofthe compounds according to the present invention. Suitable cations arein particular the ions of the alkali metals, preferably lithium, sodiumand potassium, of the alkaline earth metals, preferably calcium,magnesium and barium, and of the transition metals, preferablymanganese, copper, zinc and iron, and also ammonium (NH⁴⁺) andsubstituted ammonium in which one to four of the hydrogen atoms arereplaced by C₁-C₄-alkyl, C₁-C₄-hydroxyalkyl, C₁-C₄-alkoxy,C₁-C₄-alkoxy-C₁-C₄-alkyl, hydroxy-C₁-C₄-alkoxy-C₁-C₄-alkyl, phenyl orbenzyl. Examples of substituted ammonium ions comprise methylammonium,isopropylammonium, dimethylammonium, diisopropylammonium,trimethylammonium, tetramethylammonium, tetraethylammonium,tetrabutylammonium, 2-hydroxyethylammonium,2-(2-hydroxyethoxy)ethylammonium, bis(2-hydroxyethyl)ammonium,benzyltrimethylammonium and benzyltriethylammonium, furthermorephosphonium ions, sulfonium ions, preferably tri(C₁-C₄-alkyl)sulfonium,and sulfoxonium ions, preferably tri(C₁-C₄-alkyl)sulfoxonium.

Anions of useful acid addition salts are primarily chloride, bromide,fluoride, hydrogen sulfate, sulfate, dihydrogen phosphate, hydrogenphosphate, phosphate, nitrate, hydrogen carbonate, carbonate,hexafluorosilicate, hexafluorophosphate, benzoate, and the anions ofC₁-C₄-alkanoic acids, preferably formate, acetate, propionate andbutyrate. They can be formed by reacting a compound of formulae I withan acid of the corresponding anion, preferably of hydrochloric acid,hydrobromic acid, sulfuric acid, phosphoric acid or nitric acid.

By the term “veterinarily acceptable salts” is meant salts of thosecations or anions which are known and accepted in the art for theformation of salts for veterinary use. Suitable acid addition salts,e.g. formed by compounds of formula I containing a basic nitrogen atom,e.g. an amino group, include salts with inorganic acids, for examplehydrochlorids, sulphates, phosphates, and nitrates and salts of organicacids for example acetic acid, maleic acid, dimaleic acid, fumaric acid,difumaric acid, methane sulfenic acid, methane sulfonic acid, andsuccinic acid.

The term “plant propagation material” includes any parts of a plantwhich are propagable. In general, a plant propagation material is theproduct of the ripened ovule of gymnosperm and angiosperm plants whichoccurs after fertilization and some growth within the mother plant andincludes seed, fruits, spurious fruits, infructescences and alsorhizomes (rootstocks), corms, tubers, bulbs and scions. In particular,the term “plant propagation material” has to be understood as seed.

The organic moieties mentioned in the above definitions of the variablesare—like the term halogen—collective terms for individual listings ofthe individual group members. The prefix C_(n)-C_(m) indicates in eachcase the possible number of carbon atoms in the group.

The term halogen denotes in each case fluorine, bromine, chlorine oriodine, in particular fluorine, chlorine or bromine.

Examples of other meanings are:

The term “C₁-C₆-alkyl” as used herein and in the alkyl moieties ofC₁-C₆-alkoxy, C₁-C₆-alkylamino, di(C₁-C₆-alkyl)amino, C₁-C₆-alkylthio,C₁-C₆-alkylsulfonyl, C₁-C₆-alkylsulfoxyl, C₁-C₆-alkylcarbonyl,C₁-C₆-alkoxycarbonyl, C₁-C₆-alkylthio and C₁-C₆-alkylcarbonyloxy refersto a saturated straight-chain or branched hydrocarbon group having 1 to6 carbon atoms, especially 1 to 3 carbon groups (═C₁-C₃-alkyl). Examplesfor C₁-C₃-alkyl are methyl, ethyl, propyl and 1-methylethyl(isopropyl).Examples for C₁-C₆-alkyl further encompass, butyl,1-methylpropyl(sec-butyl, 2-butyl), 2-methylpropyl(iso-butyl),1,1-dimethylethyl(tert-butyl), pentyl, 1-methylbutyl, 2-methylbutyl,3-methylbutyl, 2,2-dimethylpropyl, 1-ethylpropyl, hexyl,1,1-dimethylpropyl, 1,2-dimethylpropyl, 1-methyl pentyl, 2-methylpentyl,3 methylpentyl, 4-methylpentyl, 1,1-dimethylbutyl, 1,2-dimethylbutyl,1,3-dimethylbutyl, 2,2-dimethylbutyl, 2,3-dimethylbutyl,3,3-dimethylbutyl, 1-ethylbutyl, 2-ethylbutyl, 1,1,2-trimethylpropyl,1,2,2-trimethylpropyl, 1-ethyl-1-methylpropyl, 1-ethyl-2-methyl propyl.

The term “C₁-C₆-haloalkyl” as used herein refers to a straight-chain orbranched saturated alkyl group having 1 to 6 carbon atoms (as mentionedabove), where some or all of the hydrogen atoms in these groups may bereplaced by halogen atoms as men-tioned above, for exampleC₁-C₃-haloalkyl, such as chloromethyl, bromomethyl, dichloromethyl,trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl,chlorofluoromethyl, dichlorofluoromethyl, chlorodifluoromethyl,1-chloroethyl, 1-bromoethyl, 1 fluoroethyl, 2-fluoroethyl,2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2-fluoroethyl, 2chloro-2,2-difluoroethyl, 2,2-dichloro-2-fluoroethyl,2,2,2-trichloroethyl, pentafluoroethyl and the like.

The term “C₁-C₆-alkoxy” as used herein and in the termC₁-C₆-alkoxycarbonyl refers to a straight-chain or branched saturatedalkyl group having 1 to 6 carbon atoms, preferably 1 to 3 carbon atoms(C₁-C₃-alkoxy) (as mentioned above) which is attached via an oxygenatom. Examples for C₁-C₃-alkoxy include methoxy, ethoxy, OCH₂—C₂H₅(propoxy) and OCH(CH₃)₂ (isopropoxy). Examples for C₁-C₆-alkoxy furtherencompass n-butoxy, OCH(CH₃)C₂H₅ (sec-butoxy), OCH₂CH(CH₃)₂ (isobutoxy),OC(CH₃)₃ (tert-butoxy), n-pentoxy, 1-methylbutoxy, 2-methylbutoxy,3-methylbutoxy, 1,1-dimethyl-propoxy, 1,2-dimethylpropoxy,2,2-dimethyl-propoxy, 1-ethylpropoxy, n-hexoxy, 1-methylpentoxy,2-methylpentoxy, 3-methylpentoxy, 4-methylpentoxy, 1,1-dimethyl-butoxy,1,2-dimethylbutoxy, 1,3-dimethylbutoxy, 2,2-dimethylbutoxy,2,3-dimethyl-butoxy, 3,3-dimethylbutoxy, 1-ethylbutoxy, 2-ethylbutoxy,1,1,2-trimethylpropoxy, 1,2,2-trimethylpropoxy, 1-ethyl-1-methylpropoxy,1-ethyl-2-methylpropoxy and the like.

The term “C₁-C₆-haloalkoxy” as used herein refers to a C₁-C₆-alkoxygroup as mentioned above wherein the hydrogen atoms are partially orfully substituted by fluorine, chlorine, bromine and/or iodine.Preferred are C₁-C₃-haloalkoxy groups, i.e. C₁-C₃-alkoxy groups asmentioned above wherein the hydrogen atoms are partially or fullysubstituted by fluorine, chlorine, bromine and/or iodine, for examplechloromethoxy, dichloromethoxy, trichloromethoxy, fluoromethoxy,difluoromethoxy, trifluoromethoxy, chlorofluoromethoxy,dichlorofluoromethoxy, chlorodifluoromethoxy, 2-fluoroethoxy,2-chloroethoxy, 2-bromoethoxy, 2-iodoethoxy, 2,2-difluoroethoxy,2,2,2-trifluoroethoxy, 2-chloro-2-fluoroethoxy,2-chloro-2,2-difluoroethoxy, 2,2-dichloro-2-fluoroethoxy,2,2,2-trichloroethoxy, pentafluoroethoxy, 2-fluoropropoxy,3-fluoropropoxy, 2,2-difluoropropoxy, 2,3-difluoropropoxy,2-chloropropoxy, 3-chloropropoxy, 2,3-dichloropropoxy, 2-bromopropoxy,3-bromopropoxy, 3,3,3-trifluoropropoxy, 3,3,3-trichloropropoxy,2,2,3,3,3-pentafluoropropoxy, heptafluoropropoxy,1-(fluoromethyl)-2-fluoroethoxy, 1-(chloromethyl)-2-chloroethoxy and1-(bromomethyl)-2-bromo-ethoxy. Examples for C₁-C₆-haloalkoxy furtherencompass 4-fluorobutoxy, 4-chloro-butoxy, 4-bromobutoxy,nonafluorobutoxy, 5-fluoro-1-pentoxy, 5-chloro-1-pentoxy,5-bromo-1-pentoxy, 5-iodo-1-pentoxy, 5,5,5-trichloro-1-pentoxy,undecafluoropentoxy, 6-fluoro-1-hexoxy, 6-chloro-1-hexoxy,6-bromo-1-hexoxy, 6-iodo-1-hexoxy, 6,6,6-trichloro-1-hexoxy anddodecafluorohexoxy. Particularly preferred are chloromethoxy,fluorometh-oxy, difluoromethoxy, trifluoromethoxy, 2-fluoroethoxy,2-chloroethoxy and 2,2,2-trifluoroethoxy.

The term “C₁-C₆-alkylcarbonyl” as used herein refers to a straight-chainor branched saturated alkyl group having 1 to 6 carbon atoms, preferably1 to 4 carbon atoms (═C₁-C₄-alkylcarbonyl) (as mentioned above) bondedvia the carbon atom of the carbonyl group at any bond in the alkylgroup. Examples for C₁-C₄-alkylcarbonyl include C(O)CH₃, C(O)C₂H₅,n-propylcarbonyl, 1-methylethylcarbonyl, n-butylcarbonyl, 1-methylpropylcarbonyl, 2-methylpropylcarbonyl and 1,1-dimethylethylcarbonyl.Examples for C₁-C₆-alkylcarbonyl further encompass n-pentylcarbonyl,1-methylbutylcarbonyl, 2-methylbutylcarbonyl, 3-methylbutylcarbonyl,1,1-dimethylpropylcarbonyl, 1,2-dimethylpropylcarbonyl,2,2-dimethylpropylcarbonyl, 1-ethylpropylcarbonyl, n-hexylcarbonyl,1-methyl pentylcarbonyl, 2-methylpentylcarbonyl, 3-methylpentylcarbonyl,4-methylpentylcarbonyl, 1,1-dimethylbutylcarbonyl,1,2-dimethylbutylcarbonyl, 1,3-dimethylbutylcarbonyl,2,2-dimethylbutylcarbonyl, 2,3-dimethyl butylcarbonyl,3,3-dimethylbutylcarbonyl, 1-ethylbutylcarbonyl, 2-ethylbutylcarbonyl,1,1,2-trimethylpropylcarbonyl, 1,2,2-trimethylpropylcarbonyl,1-ethyl-1-methylpropylcarbonyl or 1-ethyl-2-methylpropylcarbonyl and thelike.

The term “C₁-C₆-alkoxycarbonyl” as used herein refers to astraight-chain or branched alkoxy group (as mentioned above) having 1 to6 carbon atoms, preferably 1 to 4 carbon atoms (═C₁-C₄-alkoxycarbonyl)attached via the carbon atom of the carbonyl group (R—O—C(O)—; R=alkyl).Examples for C₁-C₄-alkoxycarbonyl include C(O)OCH₃, C(O)OC₂H₅,C(O)O—CH₂—C₂H₅, C(O)OCH(CH₃)₂, n-butoxycarbonyl, C(O)OCH(CH₃)—C₂H₅,C(O)OCH₂CH(CH₃)₂ and C(O)OC(CH₃)₃. Examples for C₁-C₆-alkoxycarbonylfurther encompass n-pentoxycarbonyl, 1-methylbutoxycarbonyl,2-methylbutoxycarbonyl, 3 methylbutoxycarbonyl,2,2-dimethylpropoxycarbonyl, 1-ethylpropoxycarbonyl, n hexoxycarbonyl,1,1-dimethylpropoxycarbonyl, 1,2-dimethylpropoxycarbonyl,1-methylpentoxycarbonyl, 2-methylpentoxycarbonyl,3-methylpentoxycarbonyl, 4-methylpentoxycarbonyl,1,1-dimethylbutoxycarbonyl, 1,2-dimethylbutoxycarbonyl, 1,3dimethylbutoxycarbonyl, 2,2-dimethylbutoxycarbonyl,2,3-dimethylbutoxycarbonyl, 3,3-dimethyl butoxycarbonyl,1-ethylbutoxycarbonyl, 2-ethylbutoxycarbonyl, 1,1,2trimethylpropoxycarbonyl, 1,2,2-trimethylpropoxycarbonyl,1-ethyl-1-methylpropoxycarbonyl or 1-ethyl-2-methylpropoxycarbonyl.

The term “C₁-C₆-alkylcarbonyloxy” as used herein refers to astraight-chain or branched saturated alkyl group having 1 to 6 carbonatoms, preferably 1 to 4 carbon atoms (′C₁-C₄-alkylcarbonyloxy) (asmentioned above) bonded via the carbon atom of the carbonyloxy group atany bond in the alkyl group. Examples for C₁-C₄-alkylarbonyloxy includeO—CO—CH₃, O—CO—C₂H₅, n-propylcarbonyloxy, 1-methylethylcarbonyloxy,n-butylcarbonyloxy, 1-methylpropylcarbonyloxy, 2-ethylpropylcarbonyloxyand 1,1-dimethylethylcarbonyloxy. Examples for C₁-C₆-alkylcarbonyloxyfurther encompass n-pentylcarbonyloxy, 1-methylbutylcarbonyloxy,2-methyl butylcarbonyloxy, 3-methylbutylcarbonyloxy,1,1-dimethylpropylcarbonyloxy or 1,2-dimethylpropylcarbonyloxy.

The term “C₁-C₆-alkylthio “(C₁-C₆-alkylsulfanyl: C₁-C₆-alkyl-S—)” asused herein refers to a straight-chain or branched saturated alkyl grouphaving 1 to 6 carbon atoms, preferably 1 to 3 carbon atoms(═C₁-C₃-alkylthio) (as mentioned above) which is attached via a sulfuratom. Examples for C₁-C₃-alkylthio include methylthio, ethylthio,propylthio and 1-methylethylthio. Examples for C₁-C₆-alkylthio furtherencompass butylthio, 1-methylpropylthio, 2-methylpropylthio and1,1-dimethylethylthio. n-pentylthio, 1-methylbutylthio,2-methylbutylthio, 3-methylbutylthio, 2,2-dimethylpropylthio,1-ethylpropylthio, n-hexylthio, 1,1-dimethylpropylthio,1,2-dimethylpropylthio, 1-methylpentylthio, 2-methylpentylthio,3-methylpentylthio, 4-methylpentylthio, 1,1-dimethylbutylthio,1,2-dimethylbutylthio, 1,3-dimethylbutythio, 2,2-dimethylbutylthio,2,3-dimethylbutylthio, 3,3-dimethylbutylthio, 1-ethylbutlthio,2-ethylbutylthio, 1,1,2-trimethylpropylthio, 1,2,2-trimethylpropylthio,1-ethyl-1-methylpropylthio and 1-ethyl-2-methylpropylthio.

The term “C₁-C₆-haloalkylthio” as used herein refers to aC₁-C₆-alkylthio group as mentioned above wherein the hydrogen atoms arepartially or fully substituted by fluorine, chlorine, bromine and/oriodine. Preferred are C₁-C₃-haloalkylthio groups, i.e. C₁-C₃-alkylthiogroups as mentioned above wherein the hydrogen atoms are partially orfully substituted by fluorine, chlorine, bromine and/or iodine, forexample chloromethylthio, dichloromethylthio, trichloromethylthio,fluoromethylthio, difluoromethylthio, trifluoro-methylthio,chlorofluoromethylthio, dichlorofluoromethylthio,chlorodifluoromethylthio, 2-fluoroethylthio, 2-chloroethylthio,2-bromoethylthio, 2-iodoethylthio, 2,2-difluoroethylthio,2,2,2-trifluoroethylthio, 2-chloro-2-fluoroethylthio,2-chloro-2,2-difluoroethylthio, 2,2-dichloro-2-fluoroethylthio,2,2,2-trichloroethylthio, pentafluoroethyl-thio, 2-fluoropropylthio,3-fluoropropylthio, 2,2-difluoropropylthio, 2,3-difluoropropylthio,2-chloropropylthio, 3-chloropropylthio, 2,3-dichloropropylthio,2-bromopropylthio, 3-bromopropylthio, 3,3,3-trifluoropropylthio,3,3,3-trichloropropylthio, 2,2,3,3,3-pentafluoropropylthio,heptafluoropropylthio, 1-(fluoromethyl)-2-fluoroethylthio,1-(chloromethyl)-2-chloroethylthio or 1-(bromomethyl)-2-bromoethylthio.Examples for C₁-C₆-haloalkylthio further encompass 4-fluorobutylthio,4-chlorobutylthio, 4-bromobutylthio, nonafluorobutylthio,5-fluoro-1-pentylthio, 5-chloro-1-pentylthio, 5-bromo-1-pentylthio,5-iodo-1-pentylthio, 5,5,5-trichloro-1-pentylthio,undecafluoropentylthio, 6-fluoro-1-hexylthio, 6-chloro-1-hexylthio,6-bromo-1-hexylthio, 6-iodo-1-hexylthio, 6,6,6-trichloro-1-hexylthio anddodecafluorohexylthio. Particularly preferred are chloromethyl-thio,fluoromethylthio, difluoromethylthio, trifluoromethylthio,2-fluoroethylthio, 2-chloroethylthio and 2,2,2-trifluoroethylthio.

The term “C₁-C₆-alkylsulfoxyl” (C₁-C₆-alkylsulfinyl:C₁-C₆-alkyl-S(═O)—), as used herein refers to a straight-chain orbranched saturated alkyl group (as mentioned above) having 1 to 6 carbonatoms, preferably 1 to 4 carbon atoms (═C₁-C₄-alkylsulfoxyl) bondedthrough the sulfur atom of the sulfoxyl group at any position in thealkyl group. Exam-ples for C₁-C₄-alkylsulfoxyl include S(O)CH₃,S(O)C₂H₅, n-propylsulfinyl, 1-methylethylsulfinyl, n-butylsulfinyl,1-methylpropylsulfinyl, 2-methylpropylsulfinyl and1,1-dimethylethylsulfinyl. Examples for C₁-C₆-alkylsulfinyl furtherencompass n-pentylsulfinyl, 1-methylbutylsulfinyl,2-methylbutylsulfinyl, 3 methylbutylsulfinyl,1,1-dimethylpropylsulfinyl, 1,2-dimethylpropylsulfinyl, 2,2dimethylpropylsulfinyl, 1-ethylpropylsulfinyl, n-hexylsulfinyl,1-methylpentylsulfinyl, 2-methylpentylsulfinyl, 3-methylpentylsulfinyl,4-methylpentylsulfinyl, 1,1-dimethylbutylsulfinyl,1,2-dimethylbutylsulfinyl, 1,3-dimethylbutylsulfinyl, 2,2dimethylbutylsulfinyl, 2,3-dimethylbutylsulfinyl,3,3-dimethylbutylsulfinyl, 1 ethylbutylsulfinyl, 2-ethylbutylsulfinyl,1,1,2-trimethylpropylsulfinyl, 1,2,2 trimethylpropylsulfinyl,1-ethyl-1-methyl propylsulfinyl and 1-ethyl-2-methyl propylsulfinyl.

The term “C₁-C₆-alkylsulfonyl” (C₁-C₆-alkyl-S(═O)₂—) as used hereinrefers to a straight-chain or branched saturated alkyl group having 1 to6 carbon atoms, preferably 1 to 4 carbon atoms (═C₁-C₄-alkylsulfonyl)(as mentioned above) which is bonded via the sulfur atom of the sulfonylgroup at any position in the alkyl group. Examples forC₁-C₄-alkylsulfonyl include SC₂—CH₃, SC₂—C₂H₅, n-propylsulfonyl,SC₂—CH(CH₃)₂, n-butylsulfonyl, 1-methylpropylsulfonyl,2-methylpropylsulfonyl and SO₂—C(CH₃)₃. Examples for C₁-C₆-alkylsulfonylfurther encompass n pentylsulfonyl, 1-methylbutyl-sulfonyl,2-methylbutylsulfonyl, 3-methylbutylsulfonyl,1,1-dimethylpropylsulfonyl, 1,2-dimethylpropylsulfonyl,2,2-dimethylpropylsulfonyl, 1-ethylpropylsulfonyl, n-hexylsulfonyl,1-methylpentylsulfonyl, 2-methylpentylsulfonyl, 3-methylpentylsulfonyl,4-methylpentylsulfonyl, 1,1-dimethylbutylsulfonyl, 1,2dimethylbutylsulfonyl, 1,3-dimethylbutylsulfonyl,2,2-dimethylbutylsulfonyl, 2,3 dimethylbutylsulfonyl,3,3-dimethylbutylsulfonyl, 1-ethylbutylsulfonyl, 2 ethylbutylsulfonyl,1,1,2-trimethylpropylsulfonyl, 1,2,2-trimethylpropylsulfonyl,1-ethyl-1-methylpropylsulfonyl and 1-ethyl-2-methylpropylsulfonyl.

The term “C₁-C₆-alkylamino” refers to a secondary amino group carryingone alkyl group as defined above, e.g. methylamino, ethylamino,propylamino, 1-methylethylamino, butylamino, 1-methylpropylamino,2-methylpropylamino, 1,1-dimethylethylamino, pentylamino,1-methylbutylamino, 2-methylbutylamino, 3-methylbutylamino,2,2-dimethylpropylamino, 1-ethylpropylamino, hexylamino,1,1-dimethylpropylamino, 1,2-dimethylpropylamino, 1-methylpentylamino,2-methylpentylamino, 3-methylpentylamino, 4-methylpentylamino,1,1-dimethylbutylamino, 1,2-dimethylbutylamino, 1,3-dimethylbutylamino,2,2-dimethylbutylamino, 2,3-dimethylbutylamino, 3,3-dimethylbutylamino,1-ethylbutylamino, 2-ethylbutylamino, 1,1,2-trimethylpropylamino,1,2,2-trimethylpropylamino, 1-ethyl-1-methylpropylamino or1-ethyl-2-methylpropylamino.

The term “di(C₁-C₆-alkyl)amino)” refers to a tertiary amino groupcarrying two alkyl radicals as defined above, e.g. dimethylamino,diethylamino, di-n-propylamino, diisopropylamino, N-ethyl-N-methylamino,N-(n-propyl)-N-methylamino, N-(isopropyl)-N-methylamino,N-(n-butyl)-N-methylamino, N-(n-pentyl)-N-methylamino,N-(2-butyl)-N-methylamino, N-(isobutyl)-N-methylamino,N-(n-pentyl)-N-methylamino, N-(n-propyl)-N-ethylamino,N-(isopropyl)-N-ethylamino, N-(n-butyl)-N-ethylamino,N-(n-pentyl)-N-ethylamino, N-(2-butyl)-N-ethylamino,N-(isobutyl)-N-ethylamino and the like.

The term “C₂-C₆-alkenyl” as used herein and in the alkenyl moieties ofC₂-C₆-alkenyloxy, C₂-C₆-alkenylamino, C₂-C₆-alkenylthio,C₂-C₆-alkenylsulfonyl, C₂-C₆-alkenylcarbonyl, C₂-C₆-alkenyloxycarbonyland C₂-C₆-alkenylcarbonyloxy refers to a straight-chain or branchedunsaturated hydrocarbon group having 2 to 6 carbon atoms and a doublebond in any position, such as ethenyl, 1-propenyl, 2 propenyl,1-methyl-ethenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1-methyl-1-propenyl,2 methyl-1-propenyl, 1-methyl-2-propenyl, 2-methyl-2-propenyl;1-pentenyl, 2-pentenyl, 3-pentenyl, 4-pentenyl, 1-methyl-1-butenyl,2-methyl-1-butenyl, 3-methyl-1-butenyl, 1 methyl-2-butenyl,2-methyl-2-butenyl, 3-methyl-2-butenyl, 1-methyl-3-butenyl, 2methyl-3-butenyl, 3-methyl-3-butenyl, 1,1-dimethyl-2-propenyl,1,2-dimethyl-1 propenyl, 1,2-dimethyl-2-propenyl, 1-ethyl-1-propenyl,1-ethyl-2-propenyl, 1-hexenyl, 2-hexenyl, 3-hexenyl, 4-hexenyl,5-hexenyl, 1-methyl-1-pentenyl, 2-methyl-1-pentenyl,3-methyl-1-pentenyl, 4-methyl-1-pentenyl, 1-methyl-2-pentenyl,2-methyl-2-pentenyl, 3 methyl-2-pentenyl, 4-methyl-2-pentenyl,1-methyl-3-pentenyl, 2-methyl-3-pentenyl, 3 methyl-3-pentenyl,4-methyl-3-pentenyl, 1-methyl-4-pentenyl, 2-methyl-4-pentenyl, 3methyl-4-pentenyl, 4-methyl-4-pentenyl, 1,1-dimethyl-2-butenyl,1,1-dimethyl-3 butenyl, 1,2-dimethyl-1-butenyl, 1,2-dimethyl-2-butenyl,1,2-dimethyl-3-butenyl, 1,3 dimethyl-1-butenyl, 1,3-dimethyl-2-butenyl,1,3-dimethyl-3-butenyl, 2,2-dimethyl-3 butenyl, 2,3-dimethyl-1-butenyl,2,3-dimethyl-2-butenyl, 2,3-dimethyl-3-butenyl, 3,3 dimethyl-1-butenyl,3,3-dimethyl-2-butenyl, 1-ethyl-1-butenyl, 1-ethyl-2-butenyl, 1ethyl-3-butenyl, 2-ethyl-1-butenyl, 2-ethyl-2-butenyl,2-ethyl-3-butenyl, 1,1,2 trimethyl-2-propenyl,1-ethyl-1-methyl-2-propenyl, 1-ethyl-2-methyl-1-propenyl and1-ethyl-2-methyl-2-propenyl.

The term, “C₂-C₆-alkenyloxy” as used herein refers to a straight-chainor branched alkenyl group having 2 to 6 carbon atoms (as mentionedabove) which is attached via an oxygen atom, such as vinyloxy, allyloxy(propen-3-yloxy), methallyloxy, buten-4-yloxy and the like.

The term “C₂-C₆-alkenylthio” as used herein refers to a straight-chainor branched alkenyl group having 2 to 6 carbon atoms (as mentionedabove) which is attached via a sulfur atom, for example vinylsulfanyl,allylsulfanyl (propen-3-ylthio), methallylsufanyl, buten-4-ylsulfanyland the like.

The term “C₂-C₆-alkenylcarbonyl” as used herein refers to astraight-chain or branched alkenyl group having 2 to 6 carbon atoms (asmentioned above) which is bonded via the carbon atom of the carbonylgroup at any bond in the alkenyl group, for example vinylcarbonyl,allylcarbonyl (propen-3-ylcarbonyl), methallylcarbonyl,buten-4-yl-carbonyl and the like.

The term “C₂-C₆-alkenyloxycarbonyl” as used herein refers to astraight-chain or branched alkenyl group having 2 to 6 carbon atoms (asmentioned above) which is bonded via the carbon atom of the oxycarbonylgroup (RO—C(O)—; R═C₂-C₆-alkenyl), for example vinyloxycarbonyl,allyloxycarbonyl (propen-3-yloxycarbonyl), methallyloxycarbonyl,buten-4-yloxycarbonyl and the like.

The term “C₂-C₆-alkenylcarbonyloxy” as used herein refers to astraight-chain or branched alkenyl group having 2 to 6 carbon atoms (asmentioned above) which is bonded via the oxygen atom of the carbonyloxygroup (R—C(O)—O—; R═C₂-C₆-alkenyl), for example vinylcarbonyloxy,allylcarbonyloxy (propen-3-ylcarbonyloxy), methallylcarbonyloxy,buten-4-ylcarbonyloxy and the like.

The term “C₂-C₆-alkenylamino” as used herein refers to a straight-chainor branched alkenyl group having 2 to 6 carbon atoms (as mentionedabove) which is attached via a sulfur atom, for example vinylamino,allylamino (propen-3-ylamino), methallylamino, buten-4-ylamino and thelike.

The term “C₂-C₆-alkenylsulfonyl” as used herein refers to astraight-chain or branched alkenyl group having 2 to 6 carbon atoms (asmentioned above) which is attached via a sulfonyl group (SO₂), forexample vinylsulfonyl, allylsulfonyl(propen-3-ylsulfonyl),methallylsufonyl, buten-4-ylsulfonyl and the like.

The term “C₂-C₆-alkynyl” as used herein and in the alkynyl moieties ofC₂-C₆-alkynyloxy, C₂-C₆-alkynylamino, C₂-C₆-alkynylthio,C₂-C₆-alkynylsulfonyl, C₂-C₆-alkynylcarbonyl, C₂-C₆-alkynyloxycarbonyland C₂-C₆-alkynylcarbonyloxy refers to a straight-chain or branchedunsaturated hydrocarbon group having 2 to 6 carbon atoms and containingat least one triple bond, such as ethynyl, prop-1-yn-1-yl,prop-2-yn-1-yl, n-but-1-yn-1-yl, n-but-1-yn-3-yl, n-but-1-yn-4-yl,n-but-2-yn-1-yl, n-pent-1-yn-1-yl, n-pent-1-yn-3-yl, n-pent-1-yn-4-yl,n-pent-1-yn-5-yl, n-pent-2-yn-1-yl, n-pent-2-yn-4-yl, n-pent-2-yn-5-yl,3-methylbut-1-yn-3-yl, 3-methylbut-1-yn-4-yl, n-hex-1-yn-1-yl,n-hex-1-yn-3-yl, n-hex-1-yn-4-yl, n-hex-1-yn-5-yl, n-hex-1-yn-6-yl,n-hex-2-yn-1-yl, n-hex-2 yn-4-yl, n-hex-2-yn-5-yl, n-hex-2-yn-6-yl,n-hex-3-yn-1-yl, n-hex-3-yn-2-yl, 3-methylpent-1-yn-1-yl,3-methylpent-1-yn-3-yl, 3-methylpent-1-yn-4-yl, 3-methylpent-1-yn-5-yl,4-methylpent-1-yn-1-yl, 4-methyl pent-2-yn-4-yl or 4-methylpent-2-yn-5-yl and the like.

The term, “C₂-C₆-alkynyloxy” as used herein refers to a straight-chainor branched alkynyl group having 2 to 6 carbon atoms (as mentionedabove) which is attached via an oxygen atom, such aspropargyloxy(propyn-3-yloxy), butyn-3-yloxy, butyn-4-yloxy and the like.

The term “C₂-C₆-alkynylthio” as used herein refers to a straight-chainor branched alkynyl group having 2 to 6 carbon atoms (as mentionedabove) which is attached via a sulfur atom, such aspropargylsulfanyl(propyn-3-ylthio), butyn-3-ylsufanyl,butyn-4-ylsulfanyl and the like.

The term “C₂-C₆-alkynylcarbonyl” as used herein refers to astraight-chain or branched alkynyl group having 2 to 6 carbon atoms (asmentioned above) which is bonded via the carbon atom of the carbonylgroup at any bond in the alkynyl group, for examplepropargylcarbonyl(propyn-3-ylcarbonyl), butyn-3-ylcarbonyl,butyn-4-ylcarbonyl and the like.

The term “C₂-C₆-alkynyloxycarbonyl” as used herein refers to astraight-chain or branched alkynyl group having 2 to 6 carbon atoms (asmentioned above) which is bonded via the carbon atom of the oxycarbonylgroup (RO—C(O)—; R═C₂-C₆-alkynyl), for examplepropargyloxycarbonyl(propyn-3-yloxycarbonyl), butyn-3-yloxycarbonyl,butyn-4-yloxycarbonyl and the like.

The term “C₂-C₆-alkynylcarbonyloxy” as used herein refers to astraight-chain or branched alkynyl group having 2 to 6 carbon atoms (asmentioned above) which is bonded via the oxygen atom of the carbonyloxygroup (R—C(O)—O—; R═C₂-C₆-alkynyl), for example propargylcarbonyloxy(propyn-3-ylcarbonyloxy), butyn-3-ylcarbonyloxy, butyn-4-ylcarbonyloxyand the like.

The term “C₂-C₆-alkynylamino” as used herein refers to a straight-chainor branched alkynyl group having 2 to 6 carbon atoms (as mentionedabove) which is attached via a sulfur atom, such aspropargylamino(propyn-3-ylamino), butyn-3-amino, butyn-4-ylamino and thelike.

The term “C₂-C₆-alkynylsulfonyl” as used herein refers to astraight-chain or branched alkynyl group having 2 to 6 carbon atoms (asmentioned above) which is attached via a sulfonyl (SO₂) group, such aspropargylsulfonyl(propin-3-yltsulfonyl), butyn-3-ylsufonylbutyn-4-ylsulfonyl and the like.

The term “C₃-C₁₂-cycloalkyl” as used herein refers to a mono- or bi- orpolycyclic hydrocarbon radical having 3 to 12 (═C₃-C₁₂-cycloalkyl),frequently 3 to 8 carbon atoms (═C₃-C₈-cycloalkyl), in particular 3 to 6carbon atoms (═C₃-C₆-cycloalkyl). Examples of monocyclic radicalscomprise cyclo-propyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl,cyclooctyl, cyclononyl and cyclodecyl. Examples of bicyclic radicalscomprise bicyclo[2.2.1]heptyl, bicyclo[3.1.1]heptyl, bicyclo[2.2.2]octyland bicyclo[3.2.1]octyl.

The term “aryl” as used herein refers to a C₆-C₁₄ carboaromatic group,such as phenyl, naphthyl, anthracenyl and phenanthrenyl. Preferably,aryl is phenyl.

The term “aryloxy” refers to aryl as defined above which is bound via anoxygen atom to the remainder of the molecule. Examples are phenoxy andnaphthoxy.

The term “arylthio” refers to aryl as defined above which is bound via asulfur atom to the remainder of the molecule. Examples are phenoxy andnaphthoxy.

Phenyl fused to phenyl is naphthyl.

Phenyl fused to a 5- or 6-membered non-aromatic (i.e. saturated orpartially unsaturated) heterocyclic ring is for example2,3-dihydrobenzofuranyl, benzoxolanyl, 2,3-dihydrobenzothienyl,indolinyl, chromanyl, chromenyl, benzodioxanyl and the like. Ex-amplesfor phenyl fused to a 5- or 6-membered aromatic heterocyclic ring(=fused to a 5- or 6-membered heteroaromatic ring) are given below.

The term “hetaryl” (“momo or bicyclic 5- to 10-membered heteroaromaticring”) as used herein refers to a monocyclic heteroaromatic radicalwhich has 5 or 6 ring members, which may be fused to a carbocyclic orheterocyclic 5, 6 or 7 membered ring thus having a total number of ringmembers from 8 to 10, wherein in each case 1, 2, 3 or 4, preferably 1, 2or 3, of these ring members are heteroatoms selected, independently fromeach other, from the group consisting of oxygen, nitrogen and sulfur.The heteraryl radical may be attached to the remainder of the moleculevia a carbon ring member or via a nitrogen ring member. The carbocyclicor heterocyclic fused ring is selected from C₅-C₇-cycloalkyl, 5 to 7membered heterocyclyl and phenyl.

Examples for monocyclic 5- to 6-membered heteroaromatic rings includetriazinyl, pyrazinyl, pyrimidyl, pyridazinyl, pyridyl, thienyl, furyl,pyrrolyl, pyrazolyl, imidazolyl, triazolyl, tetrazolyl, thiazolyl,oxazolyl, thiadiazolyl, oxadiazolyl, isothiazolyl and isoxazolyl.

Examples for 5- to 6-membered heteroaromatic rings being fused to aphenyl ring (or for a phenyl ring fused to a 5- to 6-memberedheteroaromatic ring) are quinolinyl, isoquinolinyl, indolyl,indolizinyl, isoindolyl, indazolyl, benzofuryl, benzthienyl,benzo[b]thiazolyl, benzoxazolyl, benzthiazolyl, benzoxazolyl, andbenzimidazolyl. Examples for 5- to 6-membered heteroaromatic rings beingfused to a cycloalkenyl ring are dihydroindolyl, dihydroindolizinyl,dihydroisoindolyl, dihydrochinolinyl, dihydroisochinolinyl, chromenyl,chromanyl and the like.

The term “hetaryloxy” refers to hetaryl as defined above which is boundvia an oxygen atom to the remainder of the molecule.

The term “hetarylthio” refers to hetaryl as defined above which is boundvia a sulfur atom to the remainder of the molecule.

The term “heterocyclyl” (“saturated or partially unsaturatedheterocycle”) comprises nonaromatic saturated or partially unsaturatedheterocyclic rings having 5 or 6 ring members and 1, 2, 3 or 4,preferably 1, 2 or 3 heteroatoms as ring members. The heterocyclicradical may be attached to the remainder of the molecule via a carbonring member or via a nitrogen ring member. Examples for non-aromaticrings include pyrrolidinyl, pyrazolinyl, imidazolinyl, pyrrolinyl,pyrazolinyl, imidazolinyl, tetrahydrofuranyl, dihydrofuranyl,1,3-dioxolanyl, dioxolenyl, thiolanyl, dihydrothienyl, oxazolidinyl,isoxazolidinyl, oxazolinyl, isoxazolinyl, thiazolinyl, isothiazolinyl,thiazolidinyl, isothiazolidinyl, oxathiolanyl, piperidinyl, piperazinyl,pyranyl, dihydropyranyl, tetrahydropyranyl, 1,3- and 1,4-dioxanyl,thiopyranyl, dihydrothiopyranyl, tetrahydrothiopyranyl, morpholinyl,thiazinyl and the like. Examples for heterocyclic ring also comprising 1or 2 carbonyl groups as ring members comprise pyrrolidin-2-onyl,pyrrolidin-2,5-dionyl, imidazolidin-2-onyl, oxazolidin-2-onyl,thiazolidin-2-onyl and the like.

The term “heterocyclyloxy” refers to heterocyclyl as defined above whichis bound via an oxygen atom to the remainder of the molecule.

The term “heterocyclylthio” refers to heterocyclyl as defined abovewhich is bound via a sulfur atom to the remainder of the molecule.

The term “linear or branched C₁-C₆-alkanediyl” as used herein refers toa straight-chain or branched saturated alkyl group having 1 to 6 carbonatoms (as mentioned above), where one of the hydrogen atoms in thesegroups is replaced by a further bonding position. Examples for linearC₁-C₆-alkanediyl comprise methyldiyl, ethane-1,2-diyl, propane-1,3-diyl,butane-1,4-diyl, pentane-1,5-diyl, hexane-1,6-diyl. Examples forbranched C₁-C₆-alkanediyl comprise ethyl-1,1-diyl, propyl-1,1-diyl,butyl-1,1-diyl, 1-methylethane-1,2-diyl, 1,2-dimethylethane-1,2-diyl,1-ethylethane-1,2-diyl, 1-methylpropane-1,3-diyl,2-methylpropan-1,3-diyl and the like.

The group of compounds of formula I includes compounds, wherein A is aradical of formula A.1, referred to as compounds of formula I.1, andcompounds, wherein A is a radical of formula A.2, referred to ascompounds of formula I.2.

A preferred embodiment of the invention relates to compounds of theformula I.1, as shown herein.

The remarks made below concerning preferred embodiments of the variablesof the compounds of formula I as well as of formulae I.1 and I.2, of thefeatures of the use and method according to the invention and of thecomposition of the invention are valid on their own as well aspreferably in combination with each other.

The group X is preferably a sulfur atom.

Preferably, R¹ is selected from the group consisting of —C(═O)—R^(C),—C(═O)—OR^(D), —C(═O)—SR^(E), —C(═O)—NR^(B1)R^(B)′, —C(═S)—R^(C′),—C(═S)—OR^(D′), —C(═S)—SR^(E′), —C(═S)—NR^(B1)R^(B2),—C(═NR^(1e))—R^(C′), —C(═NR^(1f))—OR^(D)′, —C(═NR^(1g))—SR^(E)′,—C(═NR^(1h))—NR^(B1)R^(B2), wherein R^(B1), R^(B2), R^(B2)′, R^(C),R^(C)′, R^(D), R^(D)′, R^(e), R^(E)′, R^(1e), R^(1f), R^(1g) and R^(1h)have one of the meanings given before. More preferably R¹ is—C(═S)—NR^(B1)R^(B2), wherein R^(B1) and R^(B2) have one of the meaningsgiven before.

The radicals R^(B1) and R^(B2) are preferably selected, independently ofeach other, from the group consisting of hydrogen, C₁-C₃-alkyl,C₂-C₃-alkenyl, C₂-C₃-alkynyl, wherein the last three mentioned radicalsmay carry 1 or 2 substituents selected independently from halogen,C₁-C₃-alkoxy and C₁-C₃-haloalkoxy, C₃-C₆-cycloalkyl which isunsubstituted or may carry 1, 2 or 3 substituents R^(1e), phenyl whichis unsubstituted or may carry 1, 2 or 3 substituents R^(1f), pyridylwhich is unsubstituted or may carry 1, 2 or 3 substituents R^(h),wherein R^(1e), R^(1f) and R^(1h) have one of the meanings given before.

The radical R^(B2)′ is preferably selected from the group consisting ofC₃-C₆-cycloalkyl which is unsubstituted or may carry 1, 2 or 3substituents R^(1e), phenyl which is unsubstituted or may carry 1, 2 or3 substituents R^(f), and pyridyl which is unsubstituted or may carry 1,2 or 3 substituents R^(h), wherein R^(1e), R^(1f) and R^(1h) have one ofthe meanings given before.

The radical R^(C) is preferably selected from, C₁-C₃-alkyl which carries1 or 2 radicals selected from C(═O)OH, aryloxy, arylthio orC₁-C₄-alkoxycarbonyl, wherein the three last mentioned radicals areunsubstituted or may carry 1 or 2 groups selected independently from CN,NO₂, halogen, C₁-C₃-alkyl, C₁-C₃-alkoxy, C₁-C₃-haloalkyl,C₁-C₃-haloalkoxy and C₃-C₆-cycloalkyl.

The radical R^(C)′ is preferably selected from the group consisting ofhydrogen, C₁-C₃-alkyl, C₂-C₃-alkenyl, C₂-C₃-alkynyl, wherein the lastthree mentioned radicals may carry 1 or 2 substituents selectedindependently from halogen, C₁-C₃-alkoxy, C₁-C₃-haloalkoxy,C₁-C₃-alkylthio, C₁-C₃-haloalkylthio and C₃-C₆-cycloalkyl,C₃-C₆-cycloalkyl which is unsubstituted or may carry 1, 2 or 3substituents R^(1e), phenyl which is unsubstituted or may carry 1, 2 or3 substituents R^(1f), and pyridyl which is unsubstituted or may carry1, 2 or 3 substituents R^(1h), wherein R^(1e), R^(1f) and R^(1h) haveone of the meanings given before.

The radicals R^(D), R^(E), independently of each other, are preferablyselected from the group consisting of C₂-C₃-alkenyl, C₂-C₃_alkynyl,wherein the last two mentioned radicals may carry 1, 2 or 3 substituentsselected independently from halogen, C₁-C₃-alkoxy, C₁-C₃-haloalkoxy,C₁-C₃-alkylthio, C₁-C₃-haloalkylthio and C₃-C₆-cycloalkyl,C₃-C₆-cycloalkyl which is unsubstituted or may carry 1, 2 or 3substituents R^(1e), phenyl which is unsubstituted or may carry 1, 2 or3 substituents R^(1f), and pyridyl which is unsubstituted or may carry1, 2 or 3 substituents R^(1h), wherein R^(1e), R^(1f) and R^(1h) haveone of the meanings given before.

The radicals R^(D)′, R^(E)′, independently of each other, preferablyhave one of the preferred meanings given for R^(D), R^(E) or areselected from hydrogen or C₁-C₃-alkyl which is unsubstituted or carries1, 2 or 3 substituents selected independently from halogen,C₁-C₃-alkoxy, C₁-C₃-haloalkoxy, C₁-C₃-alkylthio, C₁-C₃-haloalkylthio andC₃-C₆-cycloalkyl.

Also preferred are compounds of formula I, wherein R¹ is selected fromthe group consisting of C₁-C₈-alkenyl, C₁-C₈-alkynyl andC₃-C₈-cycloalkyl, which is unsubstituted or may carry 1 to 4substituents R^(1e) as defined before.

Also preferred are compounds of formula I, wherein R¹ is selected fromthe group consisting of —S(═O)—R^(F), —S(═O)₂—R^(G),—S(═O)₂—NR^(B1)R^(B2)′, —P(═O)R^(H1)R^(H2), —P(═S)R^(H1)R^(H2), whereinR^(B1), R^(B2)′, R^(F), R^(G), R^(H1) and R^(H2) have one of themeanings given before.

The radicals R^(F), R^(G), R^(H1) and R^(H2), independently of eachother, are preferably selected from the group consisting of hydrogenC₁-C₃-alkyl, C₂-C₃-alkenyl, C₂-C₃₋alkynyl, wherein the last threementioned radicals may carry 1, 2 or 3 substituents selected,independently of each other, from halogen, C₁-C₃-alkoxy,C₁-C₃-haloalkoxy, C₁-C₃-alkylthio, C₁-C₃-haloalkylthio andC₃-C₆-cycloalkyl, C₃-C₆-cycloalkyl which is unsubstituted or may carry1, 2 or 3 substituents R^(1e), phenyl which is unsubstituted or maycarry 1, 2 or 3substituents R^(1f), and pyridyl which is unsubstitutedor may carry 1, 2 or 3 substituents R^(1h), wherein R^(1e), R^(1f) andR^(1h) have one of the meanings given before.

The radical R² preferably is selected from the group consisting ofhydrogen, halogen, C₁-C₃-alkyl, C₁-C₃-alkoxy, C₁-C₃-haloalkyl andC₁-C₃-haloalkoxy. More preferably R² is selected from hydrogen, fluoro,chloro, bromo, methyl, methoxy, difluoromethyl, trifluoromethyl,difluoromethoxy and trifluoromethoxy.

The radical R³ preferably is selected from hydrogen, halogen,C₁-C₃-alkyl and C₁-C₃-haloalkyl. More preferably R² is selected fromhydrogen, fluoro, chloro, bromo, methyl, difluoromethyl andtrifluoromethyl.

Also preferred are compounds of formula I, wherein R² together with R³forms a bivalent radical selected from —O—CH₂—O—, —O—CH₂—CH₂— or—O—CF₂—O—.

The radical R⁴ preferably is selected from hydrogen, halogen,C₁-C₃-alkyl, C₁-C₃-alkoxy, C₁-C₃-haloalkyl and C₁-C₃-haloalkoxy. Morepreferably R⁴ is selected from hydrogen, fluoro, chloro, bromo, methyl,methoxy, difluoromethyl, trifluoromethyl, difluoromethoxy andtrifluoromethoxy.

In one preferred embodiment of the invention R² and R³ are differentfrom hydrogen.

In another preferred embodiment of the invention R² and R⁴ are differentfrom hydrogen.

The radical R⁵ preferably is selected from hydrogen, halogen,C₁-C₃-alkyl, C₁-C₃-alkoxy, C₁-C₃-haloalkyl and C₁-C₃-haloalkoxy. Morepreferably R⁵ is selected from hydrogen, fluoro, chloro, bromo, methyl,methoxy, difluoromethyl, trifluoromethyl, difluoromethoxy andtrifluoromethoxy.

The radical R⁶ preferably is selected from halogen, C₁-C₃-alkyl,C₁-C₃-alkoxy, C₁-C₃-haloalkyl and C₁-C₃-haloalkoxy. More preferably R⁶is selected from fluoro, chloro, bromo, methyl, methoxy, difluoromethyl,trifluoromethyl, difluoromethoxy and trifluoromethoxy.

The radical R⁷ is preferably hydrogen. Likewise preferred are compoundswherein R⁷ is halogen, C₁-C₃-alkyl, C₁-C₃-alkoxy, C₁-C₃-haloalkyl orC₁-C₃-haloalkoxy. In particular, R⁷ is selected from hydrogen, fluoro,chloro, bromo, methyl, methoxy, difluoromethyl, trifluoromethyl,difluoromethoxy and trifluoromethoxy.

Preferably the aromatic moiety

in the formulae I, I.1. and I.2, wherein the radicals R², R³ and R⁴ haveone of the meanings given before and # denotes the bonding position offormula I, is selected from aromatic moieties, wherein R² is attached atthe carbon atom in ortho-position relative to the bonding position ofthe remainder of the compound of formula I, R³ is attached at the carbonatom next to the group CR² and in meta-position relative to the bondingposition and R⁴ is attached at the carbon atom in para-position to thegroup CR², as shown in the following formula Ar 1:

wherein the radicals R², R³ and R⁴ have one of the meanings givenbefore, in particular one of the preferred meanings and # each timedenotes the bonding position of the remainder of formula I.

In the moiety Ar 1 the radical R² is preferably selected from the groupconsisting of hydrogen, halogen, C₁-C₃-alkyl, C₁-C₃-alkoxy,C₁-C₃-haloalkyl and C₁-C₃-haloalkoxy. More preferably, R² is selectedfrom hydrogen, fluoro, chloro, bromo, methyl, methoxy, difluoromethyl,trifluoromethyl, difluoromethoxy and trifluoromethoxy.

In the moiety Ar 1 the radical R³ is preferably selected from hydrogen,halogen, C₁-C₃-alkyl and C₁-C₃-haloalkyl. More preferably R² is selectedfrom hydrogen, fluoro, chloro, bromo, methyl, difluoromethyl andtrifluoromethyl.

Also preferred are compounds of formula I, where in the moiety Ar 1 theradical R² together with R³ forms a bivalent radical selected from—O—CH₂—O—, —O—CH₂—CH₂— or —O—CF₂—O—.

In the moiety Ar 1 the radical R⁴ is preferably selected from hydrogen,halogen, C₁-C₃-alkyl, C₁-C₃-alkoxy, C₁-C₃-haloalkyl andC₁-C₃-haloalkoxy. More preferably R⁴ is selected from hydrogen, fluoro,chloro, bromo, methyl, methoxy, difluoromethyl, trifluoromethyl,difluoromethoxy and trifluoromethoxy.

In one preferred embodiment of the invention the radicals R² and R³ inthe moiety Ar 1 are different from hydrogen.

In another preferred embodiment of the invention the radicals R² and R⁴in the moiety Ar 1 are different from hydrogen.

Preferably the aromatic moiety,

wherein the radicals R⁵ and R⁶ have one of the meaning given before and# denotes the bonding position of the remainder formula I, is selectedfrom aromatic moieties, wherein R⁵ is attached at the carbon atom inmeta-position relative to the bonding position of the remainder of thecompound of formula I, R⁶ is attached at the carbon atom in theremaining meta-position relative to the bonding position and R⁷ ishydrogen, as shown in the following formula Ar 2:

wherein the radicals R⁵ and R⁶ have one of the meaning given before and# denotes the bonding position of the remainder of formula I.

In the above moiety Ar 2 the radical R⁵ is preferably selected fromhydrogen, halogen, C₁-C₃-alkyl, C₁-C₃-alkoxy, C₁-C₃-haloalkyl andC₁-C₃-haloalkoxy. More preferably R⁵ is selected from hydrogen, fluoro,chloro, bromo, methyl, methoxy, difluoromethyl, trifluoromethyl,difluoromethoxy and trifluoromethoxy.

In the above moiety Ar 2 radical R⁶ is preferably selected from halogen,C₁-C₃-alkyl, C₁-C₃-alkoxy, C₁-C₃-haloalkyl and C₁-C₃-haloalkoxy. Morepreferably R⁶ is selected from fluoro, chloro, bromo, methyl, methoxy,difluoromethyl, trifluoromethyl, difluoromethoxy and trifluoromethoxy.

A preferred embodiment of the invention relates to the compounds offormula I′

wherein A, R², R³, R⁴, R⁵ and R⁶ have one of the meanings given before.

The group of compounds of formula I′ includes compounds, wherein A is aradical of formula A.1, referred to hereinafter as compounds of formulaI′.1, and compounds, wherein A is a radical of formula A.2, referred tohereinafter as compounds of formula I′.2.

A very preferred embodiment of the invention relates to the compounds offormula I′.1, as shown herein.

In formulae I′.1 and I′.2 R¹ preferably has one of the meanings whichare given above as a preferred meaning. X is in particular a sulfuratom.

In a more preferred embodiment the invention relates to compounds offormula I, especially compounds of formulae I.1, I.2, I′, I′.1 and I′.2,wherein

-   -   R² is selected from hydrogen, halogen, C₁-C₃-alkyl,        C₁-C₃-alkoxy, C₁-C₃-haloalkyl and C₁-C₃-haloalkoxy, in        particular hydrogen, fluoro, chloro, bromo, methyl, methoxy,        difluoromethyl, trifluoromethyl, difluoromethoxy and        trifluoromethoxy;    -   R³ is selected from hydrogen, halogen, C₁-C₃-alkyl and        C₁-C₃-haloalkyl, in particular hydrogen, fluoro, chloro, bromo,        methyl, difluoromethyl and trifluoromethyl; or    -   R² together with R³ forms a bivalent radical selected from        —O—CH₂—CH₂₋, —O—CH₂—O— or —O—CF₂—O—;    -   R⁴ is selected from hydrogen, halogen, C₁-C₃-alkyl,        C₁-C₃-alkoxy, C₁-C₃-haloalkyl and C₁-C₃-haloalkoxy, in        particular hydrogen, fluoro, chloro, bromo, methyl, methoxy,        difluoromethyl, trifluoromethyl, difluoromethoxy and        trifluoromethoxy;    -   R⁵ is selected from hydrogen, halogen, C₁-C₃-alkyl,        C₁-C₃-alkoxy, C₁-C₃-haloalkyl and C₁-C₃-haloalkoxy, in        particular hydrogen, fluoro, chloro, bromo, methyl, methoxy,        difluoromethyl, trifluoromethyl, difluoromethoxy and        trifluoromethoxy; and    -   R⁶ is selected from halogen, C₁-C₃-alkyl, C₁-C₃-alkoxy,        C₁-C₃-haloalkyl and C₁-C₃-haloalkoxy, in particular fluoro,        chloro, bromo, methyl, methoxy, difluoromethyl, trifluoromethyl,        difluoromethoxy and trifluoromethoxy;

or the enantiomers, diastereomers or salts thereof.

In one preferred embodiment of the invention the radicals R² and R³ inthe formulae I.1, I. 2, I′,I′.1 and I′.2 are different from hydrogen.

In another preferred embodiment of the invention the radicals R² and R⁴in the formulae I.1, I.2, I′, I′.1 and I′.2 are different from hydrogen.

Examples of particularly preferred compounds of the general formula Iare the compounds compiled in Tables A to Q below. Moreover, themeanings mentioned for the individual variables in the tables are perse, independently of the combination in which they are mentioned, aparticularly preferred embodiment of the substituents in question.

Table A: Examples of preferred compounds of formula I′.1 are thecompounds of formula I′.1-A,

wherein R², R³, R⁴, R⁵ and R⁶ have the meanings corresponding to oneline of the following table 1 (compounds I′.1-A.1 to I′.1-A.2500).

TABLE 1 R² R³ R⁴ R⁵ R⁶ A-1 F H H H F A-2 Cl H H H F A-3 CH₃ H H H F A-4CF₃ H H H F A-5 OCH₃ H H H F A-6 F F H H F A-7 Cl F H H F A-8 CH₃ F H HF A-9 CF₃ F H H F A-10 OCH₃ F H H F A-11 F Cl H H F A-12 Cl Cl H H FA-13 CH₃ Cl H H F A-14 CF₃ Cl H H F A-15 OCH₃ Cl H H F A-16 F CH₃ H H FA-17 Cl CH₃ H H F A-18 CH₃ CH₃ H H F A-19 CF₃ CH₃ H H F A-20 OCH₃ CH₃ HH F A-21 F CF₃ H H F A-22 Cl CF₃ H H F A-23 CH₃ CF₃ H H F A-24 CF₃ CF₃ HH F A-25 OCH₃ CF₃ H H F A-26 F H F H F A-27 Cl H F H F A-28 CH₃ H F H FA-29 CF₃ H F H F A-30 OCH₃ H F H F A-31 F F F H F A-32 Cl F F H F A-33CH₃ F F H F A-34 CF₃ F F H F A-35 OCH₃ F F H F A-36 F Cl F H F A-37 ClCl F H F A-38 CH₃ Cl F H F A-39 CF₃ Cl F H F A-40 OCH₃ Cl F H F A-41 FCH₃ F H F A-42 Cl CH₃ F H F A-43 CH₃ CH₃ F H F A-44 CF₃ CH₃ F H F A-45OCH₃ CH₃ F H F A-46 F CF₃ F H F A-47 Cl CF₃ F H F A-48 CH₃ CF₃ F H FA-49 CF₃ CF₃ F H F A-50 OCH₃ CF₃ F H F A-51 F H Cl H F A-52 Cl H Cl H FA-53 CH₃ H Cl H F A-54 CF₃ H Cl H F A-55 OCH₃ H Cl H F A-56 F F Cl H FA-57 Cl F Cl H F A-58 CH₃ F Cl H F A-59 CF₃ F Cl H F A-60 OCH₃ F Cl H FA-61 F Cl Cl H F A-62 Cl Cl Cl H F A-63 CH₃ Cl Cl H F A-64 CF₃ Cl Cl H FA-65 OCH₃ Cl Cl H F A-66 F CH₃ Cl H F A-67 Cl CH₃ Cl H F A-68 CH₃ CH₃ ClH F A-69 CF₃ CH₃ Cl H F A-70 OCH₃ CH₃ Cl H F A-71 F CF₃ Cl H F A-72 ClCF₃ Cl H F A-73 CH₃ CF₃ Cl H F A-74 CF₃ CF₃ Cl H F A-75 OCH₃ CF₃ Cl H FA-76 F H CH₃ H F A-77 Cl H CH₃ H F A-78 CH₃ H CH₃ H F A-79 CF₃ H CH₃ H FA-80 OCH₃ H CH₃ H F A-81 F F CH₃ H F A-82 Cl F CH₃ H F A-83 CH₃ F CH₃ HF A-84 CF₃ F CH₃ H F A-85 OCH₃ F CH₃ H F A-86 F Cl CH₃ H F A-87 Cl ClCH₃ H F A-88 CH₃ Cl CH₃ H F A-89 CF₃ Cl CH₃ H F A-90 OCH₃ Cl CH₃ H FA-91 F CH₃ CH₃ H F A-92 Cl CH₃ CH₃ H F A-93 CH₃ CH₃ CH₃ H F A-94 CF₃ CH₃CH₃ H F A-95 OCH₃ CH₃ CH₃ H F A-96 F CF₃ CH₃ H F A-97 Cl CF₃ CH₃ H FA-98 CH₃ CF₃ CH₃ H F A-99 CF₃ CF₃ CH₃ H F A-100 OCH₃ CF₃ CH₃ H F A-101 FH CF₃ H F A-102 Cl H CF₃ H F A-103 CH₃ H CF₃ H F A-104 CF₃ H CF₃ H FA-105 OCH₃ H CF₃ H F A-106 F F CF₃ H F A-107 Cl F CF₃ H F A-108 CH₃ FCF₃ H F A-109 CF₃ F CF₃ H F A-110 OCH₃ F CF₃ H F A-111 F Cl CF₃ H FA-112 Cl Cl CF₃ H F A-113 CH₃ Cl CF₃ H F A-114 CF₃ Cl CF₃ H F A-115 OCH₃Cl CF₃ H F A-116 F CH₃ CF₃ H F A-117 Cl CH₃ CF₃ H F A-118 CH₃ CH₃ CF₃ HF A-119 CF₃ CH₃ CF₃ H F A-120 OCH₃ CH₃ CF₃ H F A-121 F CF₃ CF₃ H F A-122Cl CF₃ CF₃ H F A-123 CH₃ CF₃ CF₃ H F A-124 CF₃ CF₃ CF₃ H F A-125 OCH₃CF₃ CF₃ H F A-126 F H H F F A-127 Cl H H F F A-128 CH₃ H H F F A-129 CF₃H H F F A-130 OCH₃ H H F F A-131 F F H F F A-132 Cl F H F F A-133 CH₃ FH F F A-134 CF₃ F H F F A-135 OCH₃ F H F F A-136 F Cl H F F A-137 Cl ClH F F A-138 CH₃ Cl H F F A-139 CF₃ Cl H F F A-140 OCH₃ Cl H F F A-141 FCH₃ H F F A-142 Cl CH₃ H F F A-143 CH₃ CH₃ H F F A-144 CF₃ CH₃ H F FA-145 OCH₃ CH₃ H F F A-146 F CF₃ H F F A-147 Cl CF₃ H F F A-148 CH₃ CF₃H F F A-149 CF₃ CF₃ H F F A-150 OCH₃ CF₃ H F F A-151 F H F F F A-152 ClH F F F A-153 CH₃ H F F F A-154 CF₃ H F F F A-155 OCH₃ H F F F A-156 F FF F F A-157 Cl F F F F A-158 CH₃ F F F F A-159 CF₃ F F F F A-160 OCH₃ FF F F A-161 F Cl F F F A-162 Cl Cl F F F A-163 CH₃ Cl F F F A-164 CF₃ ClF F F A-165 OCH₃ Cl F F F A-166 F CH₃ F F F A-167 Cl CH₃ F F F A-168 CH₃CH₃ F F F A-169 CF₃ CH₃ F F F A-170 OCH₃ CH₃ F F F A-171 F CF₃ F F FA-172 Cl CF₃ F F F A-173 CH₃ CF₃ F F F A-174 CF₃ CF₃ F F F A-175 OCH₃CF₃ F F F A-176 F H Cl F F A-177 Cl H Cl F F A-178 CH₃ H Cl F F A-179CF₃ H Cl F F A-180 OCH₃ H Cl F F A-181 F F Cl F F A-182 Cl F Cl F FA-183 CH₃ F Cl F F A-184 CF₃ F Cl F F A-185 OCH₃ F Cl F F A-186 F Cl ClF F A-187 Cl Cl Cl F F A-188 CH₃ Cl Cl F F A-189 CF₃ Cl Cl F F A-190OCH₃ Cl Cl F F A-191 F CH₃ Cl F F A-192 Cl CH₃ Cl F F A-193 CH₃ CH₃ Cl FF A-194 CF₃ CH₃ Cl F F A-195 OCH₃ CH₃ Cl F F A-196 F CF₃ Cl F F A-197 ClCF₃ Cl F F A-198 CH₃ CF₃ Cl F F A-199 CF₃ CF₃ Cl F F A-200 OCH₃ CF₃ Cl FF A-201 F H CH₃ F F A-202 Cl H CH₃ F F A-203 CH₃ H CH₃ F F A-204 CF₃ HCH₃ F F A-205 OCH₃ H CH₃ F F A-206 F F CH₃ F F A-207 Cl F CH₃ F F A-208CH₃ F CH₃ F F A-209 CF₃ F CH₃ F F A-210 OCH₃ F CH₃ F F A-211 F Cl CH₃ FF A-212 Cl Cl CH₃ F F A-213 CH₃ Cl CH₃ F F A-214 CF₃ Cl CH₃ F F A-215OCH₃ Cl CH₃ F F A-216 F CH₃ CH₃ F F A-217 Cl CH₃ CH₃ F F A-218 CH₃ CH₃CH₃ F F A-219 CF₃ CH₃ CH₃ F F A-220 OCH₃ CH₃ CH₃ F F A-221 F CF₃ CH₃ F FA-222 Cl CF₃ CH₃ F F A-223 CH₃ CF₃ CH₃ F F A-224 CF₃ CF₃ CH₃ F F A-225OCH₃ CF₃ CH₃ F F A-226 F H CF₃ F F A-227 Cl H CF₃ F F A-228 CH₃ H CF₃ FF A-229 CF₃ H CF₃ F F A-230 OCH₃ H CF₃ F F A-231 F F CF₃ F F A-232 Cl FCF₃ F F A-233 CH₃ F CF₃ F F A-234 CF₃ F CF₃ F F A-235 OCH₃ F CF₃ F FA-236 F Cl CF₃ F F A-237 Cl Cl CF₃ F F A-238 CH₃ Cl CF₃ F F A-239 CF₃ ClCF₃ F F A-240 OCH₃ Cl CF₃ F F A-241 F CH₃ CF₃ F F A-242 Cl CH₃ CF₃ F FA-243 CH₃ CH₃ CF₃ F F A-244 CF₃ CH₃ CF₃ F F A-245 OCH₃ CH₃ CF₃ F F A-246F CF₃ CF₃ F F A-247 Cl CF₃ CF₃ F F A-248 CH₃ CF₃ CF₃ F F A-249 CF₃ CF₃CF₃ F F A-250 OCH₃ CF₃ CF₃ F F A-251 F H H Cl F A-252 Cl H H Cl F A-253CH₃ H H Cl F A-254 CF₃ H H Cl F A-255 OCH₃ H H Cl F A-256 F F H Cl FA-257 Cl F H Cl F A-258 CH₃ F H Cl F A-259 CF₃ F H Cl F A-260 OCH₃ F HCl F A-261 F Cl H Cl F A-262 Cl Cl H Cl F A-263 CH₃ Cl H Cl F A-264 CF₃Cl H Cl F A-265 OCH₃ Cl H Cl F A-266 F CH₃ H Cl F A-267 Cl CH₃ H Cl FA-268 CH₃ CH₃ H Cl F A-269 CF₃ CH₃ H Cl F A-270 OCH₃ CH₃ H Cl F A-271 FCF₃ H Cl F A-272 Cl CF₃ H Cl F A-273 CH₃ CF₃ H Cl F A-274 CF₃ CF₃ H Cl FA-275 OCH₃ CF₃ H Cl F A-276 F H F Cl F A-277 Cl H F Cl F A-278 CH₃ H FCl F A-279 CF₃ H F Cl F A-280 OCH₃ H F Cl F A-281 F F F Cl F A-282 Cl FF Cl F A-283 CH₃ F F Cl F A-284 CF₃ F F Cl F A-285 OCH₃ F F Cl F A-286 FCl F Cl F A-287 Cl Cl F Cl F A-288 CH₃ Cl F Cl F A-289 CF₃ Cl F Cl FA-290 OCH₃ Cl F Cl F A-291 F CH₃ F Cl F A-292 Cl CH₃ F Cl F A-293 CH₃CH₃ F Cl F A-294 CF₃ CH₃ F Cl F A-295 OCH₃ CH₃ F Cl F A-296 F CF₃ F Cl FA-297 Cl CF₃ F Cl F A-298 CH₃ CF₃ F Cl F A-299 CF₃ CF₃ F Cl F A-300 OCH₃CF₃ F Cl F A-301 F H Cl Cl F A-302 Cl H Cl Cl F A-303 CH₃ H Cl Cl FA-304 CF₃ H Cl Cl F A-305 OCH₃ H Cl Cl F A-306 F F Cl Cl F A-307 Cl F ClCl F A-308 CH₃ F Cl Cl F A-309 CF₃ F Cl Cl F A-310 OCH₃ F Cl Cl F A-311F Cl Cl Cl F A-312 Cl Cl Cl Cl F A-391 F CH₃ H CH₃ F A-392 Cl CH₃ H CH₃F A-393 CH₃ CH₃ H CH₃ F A-394 CF₃ CH₃ H CH₃ F A-395 OCH₃ CH₃ H CH₃ FA-396 F CF₃ H CH₃ F A-397 Cl CF₃ H CH₃ F A-398 CH₃ CF₃ H CH₃ F A-399 CF₃CF₃ H CH₃ F A-400 OCH₃ CF₃ H CH₃ F A-401 F H F CH₃ F A-402 Cl H F CH₃ FA-403 CH₃ H F CH₃ F A-404 CF₃ H F CH₃ F A-405 OCH₃ H F CH₃ F A-406 F F FCH₃ F A-407 Cl F F CH₃ F A-408 CH₃ F F CH₃ F A-409 CF₃ F F CH₃ F A-410OCH₃ F F CH₃ F A-411 F Cl F CH₃ F A-412 Cl Cl F CH₃ F A-413 CH₃ Cl F CH₃F A-414 CF₃ Cl F CH₃ F A-415 OCH₃ Cl F CH₃ F A-416 F CH₃ F CH₃ F A-417Cl CH₃ F CH₃ F A-418 CH₃ CH₃ F CH₃ F A-419 CF₃ CH₃ F CH₃ F A-420 OCH₃CH₃ F CH₃ F A-421 F CF₃ F CH₃ F A-422 Cl CF₃ F CH₃ F A-423 CH₃ CF₃ F CH₃F A-424 CF₃ CF₃ F CH₃ F A-425 OCH₃ CF₃ F CH₃ F A-426 F H Cl CH₃ F A-427Cl H Cl CH₃ F A-428 CH₃ H Cl CH₃ F A-429 CF₃ H Cl CH₃ F A-430 OCH₃ H ClCH₃ F A-431 F F Cl CH₃ F A-432 Cl F Cl CH₃ F A-433 CH₃ F Cl CH₃ F A-434CF₃ F Cl CH₃ F A-435 OCH₃ F Cl CH₃ F A-436 F Cl Cl CH₃ F A-437 Cl Cl ClCH₃ F A-438 CH₃ Cl Cl CH₃ F A-439 CF₃ Cl Cl CH₃ F A-440 OCH₃ Cl Cl CH₃ FA-441 F CH₃ Cl CH₃ F A-442 Cl CH₃ Cl CH₃ F A-443 CH₃ CH₃ Cl CH₃ F A-444CF₃ CH₃ Cl CH₃ F A-445 OCH₃ CH₃ Cl CH₃ F A-446 F CF₃ Cl CH₃ F A-447 ClCF₃ Cl CH₃ F A-448 CH₃ CF₃ Cl CH₃ F A-449 CF₃ CF₃ Cl CH₃ F A-450 OCH₃CF₃ Cl CH₃ F A-451 F H CH₃ CH₃ F A-452 Cl H CH₃ CH₃ F A-453 CH₃ H CH₃CH₃ F A-454 CF₃ H CH₃ CH₃ F A-455 OCH₃ H CH₃ CH₃ F A-456 F F CH₃ CH₃ FA-457 Cl F CH₃ CH₃ F A-458 CH₃ F CH₃ CH₃ F A-459 CF₃ F CH₃ CH₃ F A-460OCH₃ F CH₃ CH₃ F A-461 F Cl CH₃ CH₃ F A-462 Cl Cl CH₃ CH₃ F A-463 CH₃ ClCH₃ CH₃ F A-464 CF₃ Cl CH₃ CH₃ F A-465 OCH₃ Cl CH₃ CH₃ F A-466 F CH₃ CH₃CH₃ F A-467 Cl CH₃ CH₃ CH₃ F A-468 CH₃ CH₃ CH₃ CH₃ F A-469 CF₃ CH₃ CH₃CH₃ F A-470 OCH₃ CH₃ CH₃ CH₃ F A-471 F CF₃ CH₃ CH₃ F A-472 Cl CF₃ CH₃CH₃ F A-473 CH₃ CF₃ CH₃ CH₃ F A-474 CF₃ CF₃ CH₃ CH₃ F A-475 OCH₃ CF₃ CH₃CH₃ F A-476 F H CF₃ CH₃ F A-477 Cl H CF₃ CH₃ F A-478 CH₃ H CF₃ CH₃ FA-479 CF₃ H CF₃ CH₃ F A-480 OCH₃ H CF₃ CH₃ F A-481 F F CF₃ CH₃ F A-482Cl F CF₃ CH₃ F A-483 CH₃ F CF₃ CH₃ F A-484 CF₃ F CF₃ CH₃ F A-485 OCH₃ FCF₃ CH₃ F A-486 F Cl CF₃ CH₃ F A-487 Cl Cl CF₃ CH₃ F A-488 CH₃ Cl CF₃CH₃ F A-489 CF₃ Cl CF₃ CH₃ F A-490 OCH₃ Cl CF₃ CH₃ F A-491 F CH₃ CF₃ CH₃F A-492 Cl CH₃ CF₃ CH₃ F A-493 CH₃ CH₃ CF₃ CH₃ F A-494 CF₃ CH₃ CF₃ CH₃ FA-495 OCH₃ CH₃ CF₃ CH₃ F A-496 F CF₃ CF₃ CH₃ F A-497 Cl CF₃ CF₃ CH₃ FA-498 CH₃ CF₃ CF₃ CH₃ F A-499 CF₃ CF₃ CF₃ CH₃ F A-500 OCH₃ CF₃ CF₃ CH₃ FA-501 F H H CF₃ F A-502 Cl H H CF₃ F A-503 CH₃ H H CF₃ F A-504 CF₃ H HCF₃ F A-505 OCH₃ H H CF₃ F A-506 F F H CF₃ F A-507 Cl F H CF₃ F A-508CH₃ F H CF₃ F A-509 CF₃ F H CF₃ F A-510 OCH₃ F H CF₃ F A-511 F Cl H CF₃F A-512 Cl Cl H CF₃ F A-513 CH₃ Cl H CF₃ F A-514 CF₃ Cl H CF₃ F A-515OCH₃ Cl H CF₃ F A-516 F CH₃ H CF₃ F A-517 Cl CH₃ H CF₃ F A-518 CH₃ CH₃ HCF₃ F A-519 CF₃ CH₃ H CF₃ F A-520 OCH₃ CH₃ H CF₃ F A-521 F CF₃ H CF₃ FA-522 Cl CF₃ H CF₃ F A-523 CH₃ CF₃ H CF₃ F A-524 CF₃ CF₃ H CF₃ F A-525OCH₃ CF₃ H CF₃ F A-526 F H F CF₃ F A-527 Cl H F CF₃ F A-528 CH₃ H F CF₃F A-529 CF₃ H F CF₃ F A-530 OCH₃ H F CF₃ F A-531 F F F CF₃ F A-532 Cl FF CF₃ F A-533 CH₃ F F CF₃ F A-534 CF₃ F F CF₃ F A-535 OCH₃ F F CF₃ FA-536 F Cl F CF₃ F A-537 Cl Cl F CF₃ F A-538 CH₃ Cl F CF₃ F A-539 CF₃ ClF CF₃ F A-540 OCH₃ Cl F CF₃ F A-541 F CH₃ F CF₃ F A-542 Cl CH₃ F CF₃ FA-543 CH₃ CH₃ F CF₃ F A-544 CF₃ CH₃ F CF₃ F A-545 OCH₃ CH₃ F CF₃ F A-546F CF₃ F CF₃ F A-547 Cl CF₃ F CF₃ F A-548 CH₃ CF₃ F CF₃ F A-549 CF₃ CF₃ FCF₃ F A-550 OCH₃ CF₃ F CF₃ F A-551 F H Cl CF₃ F A-552 Cl H Cl CF₃ FA-553 CH₃ H Cl CF₃ F A-554 CF₃ H Cl CF₃ F A-555 OCH₃ H Cl CF₃ F A-556 FF Cl CF₃ F A-557 Cl F Cl CF₃ F A-558 CH₃ F Cl CF₃ F A-559 CF₃ F Cl CF₃ FA-560 OCH₃ F Cl CF₃ F A-561 F Cl Cl CF₃ F A-562 Cl Cl Cl CF₃ F A-563 CH₃Cl Cl CF₃ F A-564 CF₃ Cl Cl CF₃ F A-565 OCH₃ Cl Cl CF₃ F A-566 F CH₃ ClCF₃ F A-567 Cl CH₃ Cl CF₃ F A-568 CH₃ CH₃ Cl CF₃ F A-569 CF₃ CH₃ Cl CF₃F A-570 OCH₃ CH₃ Cl CF₃ F A-571 F CF₃ Cl CF₃ F A-572 Cl CF₃ Cl CF₃ FA-573 CH₃ CF₃ Cl CF₃ F A-574 CF₃ CF₃ Cl CF₃ F A-575 OCH₃ CF₃ Cl CF₃ FA-576 F H CH₃ CF₃ F A-577 Cl H CH₃ CF₃ F A-578 CH₃ H CH₃ CF₃ F A-579 CF₃H CH₃ CF₃ F A-580 OCH₃ H CH₃ CF₃ F A-581 F F CH₃ CF₃ F A-582 Cl F CH₃CF₃ F A-583 CH₃ F CH₃ CF₃ F A-584 CF₃ F CH₃ CF₃ F A-585 OCH₃ F CH₃ CF₃ FA-586 F Cl CH₃ CF₃ F A-587 Cl Cl CH₃ CF₃ F A-588 CH₃ Cl CH₃ CF₃ F A-589CF₃ Cl CH₃ CF₃ F A-590 OCH₃ Cl CH₃ CF₃ F A-591 F CH₃ CH₃ CF₃ F A-592 ClCH₃ CH₃ CF₃ F A-593 CH₃ CH₃ CH₃ CF₃ F A-594 CF₃ CH₃ CH₃ CF₃ F A-595 OCH₃CH₃ CH₃ CF₃ F A-596 F CF₃ CH₃ CF₃ F A-597 Cl CF₃ CH₃ CF₃ F A-598 CH₃ CF₃CH₃ CF₃ F A-599 CF₃ CF₃ CH₃ CF₃ F A-600 OCH₃ CF₃ CH₃ CF₃ F A-601 F H CF₃CF₃ F A-602 Cl H CF₃ CF₃ F A-603 CH₃ H CF₃ CF₃ F A-604 CF₃ H CF₃ CF₃ FA-605 OCH₃ H CF₃ CF₃ F A-606 F F CF₃ CF₃ F A-607 Cl F CF₃ CF₃ F A-608CH₃ F CF₃ CF₃ F A-609 CF₃ F CF₃ CF₃ F A-610 OCH₃ F CF₃ CF₃ F A-611 F ClCF₃ CF₃ F A-612 Cl Cl CF₃ CF₃ F A-613 CH₃ Cl CF₃ CF₃ F A-614 CF₃ Cl CF₃CF₃ F A-615 OCH₃ Cl CF₃ CF₃ F A-616 F CH₃ CF₃ CF₃ F A-617 Cl CH₃ CF₃ CF₃F A-618 CH₃ CH₃ CF₃ CF₃ F A-619 CF₃ CH₃ CF₃ CF₃ F A-620 OCH₃ CH₃ CF₃ CF₃F A-621 F CF₃ CF₃ CF₃ F A-622 Cl CF₃ CF₃ CF₃ F A-623 CH₃ CF₃ CF₃ CF₃ FA-624 CF₃ CF₃ CF₃ CF₃ F A-625 OCH₃ CF₃ CF₃ CF₃ F A-626 F H H H Cl A-627Cl H H H Cl A-628 CH₃ H H H Cl A-629 CF₃ H H H Cl A-630 OCH₃ H H H ClA-631 F F H H Cl A-632 Cl F H H Cl A-633 CH₃ F H H Cl A-634 CF₃ F H H ClA-635 OCH₃ F H H Cl A-636 F Cl H H Cl A-637 Cl Cl H H Cl A-638 CH₃ Cl HH Cl A-639 CF₃ Cl H H Cl A-640 OCH₃ Cl H H Cl A-641 F CH₃ H H Cl A-642Cl CH₃ H H Cl A-643 CH₃ CH₃ H H Cl A-644 CF₃ CH₃ H H Cl A-645 OCH₃ CH₃ HH Cl A-646 F CF₃ H H Cl A-647 Cl CF₃ H H Cl A-648 CH₃ CF₃ H H Cl A-649CF₃ CF₃ H H Cl A-650 OCH₃ CF₃ H H Cl A-651 F H F H Cl A-652 Cl H F H ClA-653 CH₃ H F H Cl A-654 CF₃ H F H Cl A-655 OCH₃ H F H Cl A-656 F F F HCl A-657 Cl F F H Cl A-658 CH₃ F F H Cl A-659 CF₃ F F H Cl A-660 OCH₃ FF H Cl A-661 F Cl F H Cl A-662 Cl Cl F H Cl A-663 CH₃ Cl F H Cl A-664CF₃ Cl F H Cl A-665 OCH₃ Cl F H Cl A-666 F CH₃ F H Cl A-667 Cl CH₃ F HCl A-668 CH₃ CH₃ F H Cl A-669 CF₃ CH₃ F H Cl A-670 OCH₃ CH₃ F H Cl A-671F CF₃ F H Cl A-672 Cl CF₃ F H Cl A-673 CH₃ CF₃ F H Cl A-674 CF₃ CF₃ F HCl A-675 OCH₃ CF₃ F H Cl A-676 F H Cl H Cl A-677 Cl H Cl H Cl A-678 CH₃H Cl H Cl A-679 CF₃ H Cl H Cl A-680 OCH₃ H Cl H Cl A-681 F F Cl H ClA-682 Cl F Cl H Cl A-683 CH₃ F Cl H Cl A-684 CF₃ F Cl H Cl A-685 OCH₃ FCl H Cl A-686 F Cl Cl H Cl A-687 Cl Cl Cl H Cl A-688 CH₃ Cl Cl H ClA-689 CF₃ Cl Cl H Cl A-690 OCH₃ Cl Cl H Cl A-691 F CH₃ Cl H Cl A-692 ClCH₃ Cl H Cl A-693 CH₃ CH₃ Cl H Cl A-694 CF₃ CH₃ Cl H Cl A-695 OCH₃ CH₃Cl H Cl A-696 F CF₃ Cl H Cl A-697 Cl CF₃ Cl H Cl A-698 CH₃ CF₃ Cl H ClA-699 CF₃ CF₃ Cl H Cl A-700 OCH₃ CF₃ Cl H Cl A-701 F H CH₃ H Cl A-702 ClH CH₃ H Cl A-703 CH₃ H CH₃ H Cl A-704 CF₃ H CH₃ H Cl A-705 OCH₃ H CH₃ HCl A-706 F F CH₃ H Cl A-707 Cl F CH₃ H Cl A-708 CH₃ F CH₃ H Cl A-709 CF₃F CH₃ H Cl A-710 OCH₃ F CH₃ H Cl A-711 F Cl CH₃ H Cl A-712 Cl Cl CH₃ HCl A-713 CH₃ Cl CH₃ H Cl A-714 CF₃ Cl CH₃ H Cl A-715 OCH₃ Cl CH₃ H ClA-716 F CH₃ CH₃ H Cl A-717 Cl CH₃ CH₃ H Cl A-718 CH₃ CH₃ CH₃ H Cl A-719CF₃ CH₃ CH₃ H Cl A-720 OCH₃ CH₃ CH₃ H Cl A-721 F CF₃ CH₃ H Cl A-722 ClCF₃ CH₃ H Cl A-723 CH₃ CF₃ CH₃ H Cl A-724 CF₃ CF₃ CH₃ H Cl A-725 OCH₃CF₃ CH₃ H Cl A-726 F H CF₃ H Cl A-727 Cl H CF₃ H Cl A-728 CH₃ H CF₃ H ClA-729 CF₃ H CF₃ H Cl A-730 OCH₃ H CF₃ H Cl A-731 F F CF₃ H Cl A-732 Cl FCF₃ H Cl A-733 CH₃ F CF₃ H Cl A-734 CF₃ F CF₃ H Cl A-735 OCH₃ F CF₃ H ClA-736 F Cl CF₃ H Cl A-737 Cl Cl CF₃ H Cl A-738 CH₃ Cl CF₃ H Cl A-739 CF₃Cl CF₃ H Cl A-740 OCH₃ Cl CF₃ H Cl A-741 F CH₃ CF₃ H Cl A-742 Cl CH₃ CF₃H Cl A-743 CH₃ CH₃ CF₃ H Cl A-744 CF₃ CH₃ CF₃ H Cl A-745 OCH₃ CH₃ CF₃ HCl A-746 F CF₃ CF₃ H Cl A-747 Cl CF₃ CF₃ H Cl A-748 CH₃ CF₃ CF₃ H ClA-749 CF₃ CF₃ CF₃ H Cl A-750 OCH₃ CF₃ CF₃ H Cl A-751 F H H F Cl A-752 ClH H F Cl A-753 CH₃ H H F Cl A-754 CF₃ H H F Cl A-755 OCH₃ H H F Cl A-756F F H F Cl A-757 Cl F H F Cl A-758 CH₃ F H F Cl A-759 CF₃ F H F Cl A-760OCH₃ F H F Cl A-761 F Cl H F Cl A-762 Cl Cl H F Cl A-763 CH₃ Cl H F ClA-764 CF₃ Cl H F Cl A-765 OCH₃ Cl H F Cl A-766 F CH₃ H F Cl A-767 Cl CH₃H F Cl A-768 CH₃ CH₃ H F Cl A-769 CF₃ CH₃ H F Cl A-770 OCH₃ CH₃ H F ClA-771 F CF₃ H F Cl A-772 Cl CF₃ H F Cl A-773 CH₃ CF₃ H F Cl A-774 CF₃CF₃ H F Cl A-775 OCH₃ CF₃ H F Cl A-776 F H F F Cl A-777 Cl H F F ClA-778 CH₃ H F F Cl A-779 CF₃ H F F Cl A-780 OCH₃ H F F Cl A-781 F F F FCl A-782 Cl F F F Cl A-783 CH₃ F F F Cl A-784 CF₃ F F F Cl A-785 OCH₃ FF F Cl A-786 F Cl F F Cl A-787 Cl Cl F F Cl A-788 CH₃ Cl F F Cl A-789CF₃ Cl F F Cl A-790 OCH₃ Cl F F Cl A-791 F CH₃ F F Cl A-792 Cl CH₃ F FCl A-793 CH₃ CH₃ F F Cl A-794 CF₃ CH₃ F F Cl A-795 OCH₃ CH₃ F F Cl A-796F CF₃ F F Cl A-797 Cl CF₃ F F Cl A-798 CH₃ CF₃ F F Cl A-799 CF₃ CF₃ F FCl A-800 OCH₃ CF₃ F F Cl A-801 F H Cl F Cl A-802 Cl H Cl F Cl A-803 CH₃H Cl F Cl A-804 CF₃ H Cl F Cl A-805 OCH₃ H Cl F Cl A-806 F F Cl F ClA-807 Cl F Cl F Cl A-808 CH₃ F Cl F Cl A-809 CF₃ F Cl F Cl A-810 OCH₃ FCl F Cl A-811 F Cl Cl F Cl A-812 Cl Cl Cl F Cl A-813 CH₃ Cl Cl F ClA-814 CF₃ Cl Cl F Cl A-815 OCH₃ Cl Cl F Cl A-816 F CH₃ Cl F Cl A-817 ClCH₃ Cl F Cl A-818 CH₃ CH₃ Cl F Cl A-819 CF₃ CH₃ Cl F Cl A-820 OCH₃ CH₃Cl F Cl A-821 F CF₃ Cl F Cl A-822 Cl CF₃ Cl F Cl A-823 CH₃ CF₃ Cl F ClA-824 CF₃ CF₃ Cl F Cl A-825 OCH₃ CF₃ Cl F Cl A-826 F H CH₃ F Cl A-827 ClH CH₃ F Cl A-828 CH₃ H CH₃ F Cl A-829 CF₃ H CH₃ F Cl A-830 OCH₃ H CH₃ FCl A-831 F F CH₃ F Cl A-832 Cl F CH₃ F Cl A-833 CH₃ F CH₃ F Cl A-834 CF₃F CH₃ F Cl A-835 OCH₃ F CH₃ F Cl A-836 F Cl CH₃ F Cl A-837 Cl Cl CH₃ FCl A-838 CH₃ Cl CH₃ F Cl A-839 CF₃ Cl CH₃ F Cl A-840 OCH₃ Cl CH₃ F ClA-841 F CH₃ CH₃ F Cl A-842 Cl CH₃ CH₃ F Cl A-843 CH₃ CH₃ CH₃ F Cl A-844CF₃ CH₃ CH₃ F Cl A-845 OCH₃ CH₃ CH₃ F Cl A-846 F CF₃ CH₃ F Cl A-847 ClCF₃ CH₃ F Cl A-848 CH₃ CF₃ CH₃ F Cl A-849 CF₃ CF₃ CH₃ F Cl A-850 OCH₃CF₃ CH₃ F Cl A-851 F H CF₃ F Cl A-852 Cl H CF₃ F Cl A-853 CH₃ H CF₃ F ClA-854 CF₃ H CF₃ F Cl A-855 OCH₃ H CF₃ F Cl A-856 F F CF₃ F Cl A-857 Cl FCF₃ F Cl A-858 CH₃ F CF₃ F Cl A-859 CF₃ F CF₃ F Cl A-860 OCH₃ F CF₃ F ClA-861 F Cl CF₃ F Cl A-862 Cl Cl CF₃ F Cl A-863 CH₃ Cl CF₃ F Cl A-864 CF₃Cl CF₃ F Cl A-865 OCH₃ Cl CF₃ F Cl A-866 F CH₃ CF₃ F Cl A-867 Cl CH₃ CF₃F Cl A-868 CH₃ CH₃ CF₃ F Cl A-869 CF₃ CH₃ CF₃ F Cl A-870 OCH₃ CH₃ CF₃ FCl A-871 F CF₃ CF₃ F Cl A-872 Cl CF₃ CF₃ F Cl A-873 CH₃ CF₃ CF₃ F ClA-874 CF₃ CF₃ CF₃ F Cl A-875 OCH₃ CF₃ CF₃ F Cl A-876 F H H Cl Cl A-877Cl H H Cl Cl A-878 CH₃ H H Cl Cl A-879 CF₃ H H Cl Cl A-880 OCH₃ H H ClCl A-881 F F H Cl Cl A-882 Cl F H Cl Cl A-883 CH₃ F H Cl Cl A-884 CF₃ FH Cl Cl A-885 OCH₃ F H Cl Cl A-886 F Cl H Cl Cl A-887 Cl Cl H Cl ClA-888 CH₃ Cl H Cl Cl A-889 CF₃ Cl H Cl Cl A-890 OCH₃ Cl H Cl Cl A-891 FCH₃ H Cl Cl A-892 Cl CH₃ H Cl Cl A-893 CH₃ CH₃ H Cl Cl A-894 CF₃ CH₃ HCl Cl A-895 OCH₃ CH₃ H Cl Cl A-896 F CF₃ H Cl Cl A-897 Cl CF₃ H Cl ClA-898 CH₃ CF₃ H Cl Cl A-899 CF₃ CF₃ H Cl Cl A-900 OCH₃ CF₃ H Cl Cl A-901F H F Cl Cl A-902 Cl H F Cl Cl A-903 CH₃ H F Cl Cl A-904 CF₃ H F Cl ClA-905 OCH₃ H F Cl Cl A-906 F F F Cl Cl A-907 Cl F F Cl Cl A-908 CH₃ F FCl Cl A-909 CF₃ F F Cl Cl A-910 OCH₃ F F Cl Cl A-911 F Cl F Cl Cl A-912Cl Cl F Cl Cl A-913 CH₃ Cl F Cl Cl A-914 CF₃ Cl F Cl Cl A-915 OCH₃ Cl FCl Cl A-916 F CH₃ F Cl Cl A-917 Cl CH₃ F Cl Cl A-918 CH₃ CH₃ F Cl ClA-919 CF₃ CH₃ F Cl Cl A-920 OCH₃ CH₃ F Cl Cl A-921 F CF₃ F Cl Cl A-922Cl CF₃ F Cl Cl A-923 CH₃ CF₃ F Cl Cl A-924 CF₃ CF₃ F Cl Cl A-925 OCH₃CF₃ F Cl Cl A-926 F H Cl Cl Cl A-927 Cl H Cl Cl Cl A-928 CH₃ H Cl Cl ClA-929 CF₃ H Cl Cl Cl A-930 OCH₃ H Cl Cl Cl A-931 F F Cl Cl Cl A-932 Cl FCl Cl Cl A-933 CH₃ F Cl Cl Cl A-934 CF₃ F Cl Cl Cl A-935 OCH₃ F Cl Cl ClA-936 F Cl Cl Cl Cl A-937 Cl Cl Cl Cl Cl A-938 CH₃ Cl Cl Cl Cl A-939 CF₃Cl Cl Cl Cl A-940 OCH₃ Cl Cl Cl Cl A-941 F CH₃ Cl Cl Cl A-942 Cl CH₃ ClCl Cl A-943 CH₃ CH₃ Cl Cl Cl A-944 CF₃ CH₃ Cl Cl Cl A-945 OCH₃ CH₃ Cl ClCl A-946 F CF₃ Cl Cl Cl A-947 Cl CF₃ Cl Cl Cl A-948 CH₃ CF₃ Cl Cl ClA-949 CF₃ CF₃ Cl Cl Cl A-950 OCH₃ CF₃ Cl Cl Cl A-951 F H CH₃ Cl Cl A-952Cl H CH₃ Cl Cl A-953 CH₃ H CH₃ Cl Cl A-954 CF₃ H CH₃ Cl Cl A-955 OCH₃ HCH₃ Cl Cl A-956 F F CH₃ Cl Cl A-957 Cl F CH₃ Cl Cl A-958 CH₃ F CH₃ Cl ClA-959 CF₃ F CH₃ Cl Cl A-960 OCH₃ F CH₃ Cl Cl A-961 F Cl CH₃ Cl Cl A-962Cl Cl CH₃ Cl Cl A-963 CH₃ Cl CH₃ Cl Cl A-964 CF₃ Cl CH₃ Cl Cl A-965 OCH₃Cl CH₃ Cl Cl A-966 F CH₃ CH₃ Cl Cl A-967 Cl CH₃ CH₃ Cl Cl A-968 CH₃ CH₃CH₃ Cl Cl A-969 CF₃ CH₃ CH₃ Cl Cl A-970 OCH₃ CH₃ CH₃ Cl Cl A-971 F CF₃CH₃ Cl Cl A-972 Cl CF₃ CH₃ Cl Cl A-973 CH₃ CF₃ CH₃ Cl Cl A-974 CF₃ CF₃CH₃ Cl Cl A-975 OCH₃ CF₃ CH₃ Cl Cl A-976 F H CF₃ Cl Cl A-977 Cl H CF₃ ClCl A-978 CH₃ H CF₃ Cl Cl A-979 CF₃ H CF₃ Cl Cl A-980 OCH₃ H CF₃ Cl ClA-981 F F CF₃ Cl Cl A-982 Cl F CF₃ Cl Cl A-983 CH₃ F CF₃ Cl Cl A-984 CF₃F CF₃ Cl Cl A-985 OCH₃ F CF₃ Cl Cl A-986 F Cl CF₃ Cl Cl A-987 Cl Cl CF₃Cl Cl A-988 CH₃ Cl CF₃ Cl Cl A-989 CF₃ Cl CF₃ Cl Cl A-990 OCH₃ Cl CF₃ ClCl A-991 F CH₃ CF₃ Cl Cl A-992 Cl CH₃ CF₃ Cl Cl A-993 CH₃ CH₃ CF₃ Cl ClA-994 CF₃ CH₃ CF₃ Cl Cl A-995 OCH₃ CH₃ CF₃ Cl Cl A-996 F CF₃ CF₃ Cl ClA-997 Cl CF₃ CF₃ Cl Cl A-998 CH₃ CF₃ CF₃ Cl Cl A-999 CF₃ CF₃ CF₃ Cl ClA-1000 OCH₃ CF₃ CF₃ Cl Cl A-1001 F H H CH₃ Cl A-1002 Cl H H CH₃ ClA-1003 CH₃ H H CH₃ Cl A-1004 CF₃ H H CH₃ Cl A-1005 OCH₃ H H CH₃ ClA-1006 F F H CH₃ Cl A-1007 Cl F H CH₃ Cl A-1008 CH₃ F H CH₃ Cl A-1009CF₃ F H CH₃ Cl A-1010 OCH₃ F H CH₃ Cl A-1011 F Cl H CH₃ Cl A-1012 Cl ClH CH₃ Cl A-1013 CH₃ Cl H CH₃ Cl A-1014 CF₃ Cl H CH₃ Cl A-1015 OCH₃ Cl HCH₃ Cl A-1016 F CH₃ H CH₃ Cl A-1017 Cl CH₃ H CH₃ Cl A-1018 CH₃ CH₃ H CH₃Cl A-1019 CF₃ CH₃ H CH₃ Cl A-1020 OCH₃ CH₃ H CH₃ Cl A-1021 F CF₃ H CH₃Cl A-1022 Cl CF₃ H CH₃ Cl A-1023 CH₃ CF₃ H CH₃ Cl A-1024 CF₃ CF₃ H CH₃Cl A-1025 OCH₃ CF₃ H CH₃ Cl A-1026 F H F CH₃ Cl A-1027 Cl H F CH₃ ClA-1028 CH₃ H F CH₃ Cl A-1029 CF₃ H F CH₃ Cl A-1030 OCH₃ H F CH₃ ClA-1031 F F F CH₃ Cl A-1032 Cl F F CH₃ Cl A-1033 CH₃ F F CH₃ Cl A-1034CF₃ F F CH₃ Cl A-1035 OCH₃ F F CH₃ Cl A-1036 F Cl F CH₃ Cl A-1037 Cl ClF CH₃ Cl A-1038 CH₃ Cl F CH₃ Cl A-1039 CF₃ Cl F CH₃ Cl A-1040 OCH₃ Cl FCH₃ Cl A-1041 F CH₃ F CH₃ Cl A-1042 Cl CH₃ F CH₃ Cl A-1043 CH₃ CH₃ F CH₃Cl A-1044 CF₃ CH₃ F CH₃ Cl A-1045 OCH₃ CH₃ F CH₃ Cl A-1046 F CF₃ F CH₃Cl A-1047 Cl CF₃ F CH₃ Cl A-1048 CH₃ CF₃ F CH₃ Cl A-1049 CF₃ CF₃ F CH₃Cl A-1050 OCH₃ CF₃ F CH₃ Cl A-1051 F H Cl CH₃ Cl A-1052 Cl H Cl CH₃ ClA-1053 CH₃ H Cl CH₃ Cl A-1054 CF₃ H Cl CH₃ Cl A-1055 OCH₃ H Cl CH₃ ClA-1056 F F Cl CH₃ Cl A-1057 Cl F Cl CH₃ Cl A-1058 CH₃ F Cl CH₃ Cl A-1059CF₃ F Cl CH₃ Cl A-1060 OCH₃ F Cl CH₃ Cl A-1061 F Cl Cl CH₃ Cl A-1062 ClCl Cl CH₃ Cl A-1063 CH₃ Cl Cl CH₃ Cl A-1064 CF₃ Cl Cl CH₃ Cl A-1065 OCH₃Cl Cl CH₃ Cl A-1066 F CH₃ Cl CH₃ Cl A-1067 Cl CH₃ Cl CH₃ Cl A-1068 CH₃CH₃ Cl CH₃ Cl A-1069 CF₃ CH₃ Cl CH₃ Cl A-1070 OCH₃ CH₃ Cl CH₃ Cl A-1071F CF₃ Cl CH₃ Cl A-1072 Cl CF₃ Cl CH₃ Cl A-1073 CH₃ CF₃ Cl CH₃ Cl A-1074CF₃ CF₃ Cl CH₃ Cl A-1075 OCH₃ CF₃ Cl CH₃ Cl A-1076 F H CH₃ CH₃ Cl A-1077Cl H CH₃ CH₃ Cl A-1078 CH₃ H CH₃ CH₃ Cl A-1079 CF₃ H CH₃ CH₃ Cl A-1080OCH₃ H CH₃ CH₃ Cl A-1081 F F CH₃ CH₃ Cl A-1082 Cl F CH₃ CH₃ Cl A-1083CH₃ F CH₃ CH₃ Cl A-1084 CF₃ F CH₃ CH₃ Cl A-1085 OCH₃ F CH₃ CH₃ Cl A-1086F Cl CH₃ CH₃ Cl A-1087 Cl Cl CH₃ CH₃ Cl A-1088 CH₃ Cl CH₃ CH₃ Cl A-1089CF₃ Cl CH₃ CH₃ Cl A-1090 OCH₃ Cl CH₃ CH₃ Cl A-1091 F CH₃ CH₃ CH₃ ClA-1092 Cl CH₃ CH₃ CH₃ Cl A-1093 CH₃ CH₃ CH₃ CH₃ Cl A-1094 CF₃ CH₃ CH₃CH₃ Cl A-1095 OCH₃ CH₃ CH₃ CH₃ Cl A-1096 F CF₃ CH₃ CH₃ Cl A-1097 Cl CF₃CH₃ CH₃ Cl A-1098 CH₃ CF₃ CH₃ CH₃ Cl A-1099 CF₃ CF₃ CH₃ CH₃ Cl A-1100OCH₃ CF₃ CH₃ CH₃ Cl A-1101 F H CF₃ CH₃ Cl A-1102 Cl H CF₃ CH₃ Cl A-1103CH₃ H CF₃ CH₃ Cl A-1104 CF₃ H CF₃ CH₃ Cl A-1105 OCH₃ H CF₃ CH₃ Cl A-1106F F CF₃ CH₃ Cl A-1107 Cl F CF₃ CH₃ Cl A-1108 CH₃ F CF₃ CH₃ Cl A-1109 CF₃F CF₃ CH₃ Cl A-1110 OCH₃ F CF₃ CH₃ Cl A-1111 F Cl CF₃ CH₃ Cl A-1112 ClCl CF₃ CH₃ Cl A-1113 CH₃ Cl CF₃ CH₃ Cl A-1114 CF₃ Cl CF₃ CH₃ Cl A-1115OCH₃ Cl CF₃ CH₃ Cl A-1116 F CH₃ CF₃ CH₃ Cl A-1117 Cl CH₃ CF₃ CH₃ ClA-1118 CH₃ CH₃ CF₃ CH₃ Cl A-1119 CF₃ CH₃ CF₃ CH₃ Cl A-1120 OCH₃ CH₃ CF₃CH₃ Cl A-1121 F CF₃ CF₃ CH₃ Cl A-1122 Cl CF₃ CF₃ CH₃ Cl A-1123 CH₃ CF₃CF₃ CH₃ Cl A-1124 CF₃ CF₃ CF₃ CH₃ Cl A-1125 OCH₃ CF₃ CF₃ CH₃ Cl A-1126 FH H CF₃ Cl A-1127 Cl H H CF₃ Cl A-1128 CH₃ H H CF₃ Cl A-1129 CF₃ H H CF₃Cl A-1130 OCH₃ H H CF₃ Cl A-1131 F F H CF₃ Cl A-1132 Cl F H CF₃ ClA-1133 CH₃ F H CF₃ Cl A-1134 CF₃ F H CF₃ Cl A-1135 OCH₃ F H CF₃ ClA-1136 F Cl H CF₃ Cl A-1137 Cl Cl H CF₃ Cl A-1138 CH₃ Cl H CF₃ Cl A-1139CF₃ Cl H CF₃ Cl A-1140 OCH₃ Cl H CF₃ Cl A-1141 F CH₃ H CF₃ Cl A-1142 ClCH₃ H CF₃ Cl A-1143 CH₃ CH₃ H CF₃ Cl A-1144 CF₃ CH₃ H CF₃ Cl A-1145 OCH₃CH₃ H CF₃ Cl A-1146 F CF₃ H CF₃ Cl A-1147 Cl CF₃ H CF₃ Cl A-1148 CH₃ CF₃H CF₃ Cl A-1149 CF₃ CF₃ H CF₃ Cl A-1150 OCH₃ CF₃ H CF₃ Cl A-1151 F H FCF₃ Cl A-1152 Cl H F CF₃ Cl A-1153 CH₃ H F CF₃ Cl A-1154 CF₃ H F CF₃ ClA-1155 OCH₃ H F CF₃ Cl A-1156 F F F CF₃ Cl A-1157 Cl F F CF₃ Cl A-1158CH₃ F F CF₃ Cl A-1159 CF₃ F F CF₃ Cl A-1160 OCH₃ F F CF₃ Cl A-1161 F ClF CF₃ Cl A-1162 Cl Cl F CF₃ Cl A-1163 CH₃ Cl F CF₃ Cl A-1164 CF₃ Cl FCF₃ Cl A-1165 OCH₃ Cl F CF₃ Cl A-1166 F CH₃ F CF₃ Cl A-1167 Cl CH₃ F CF₃Cl A-1168 CH₃ CH₃ F CF₃ Cl A-1169 CF₃ CH₃ F CF₃ Cl A-1170 OCH₃ CH₃ F CF₃Cl A-1171 F CF₃ F CF₃ Cl A-1172 Cl CF₃ F CF₃ Cl A-1173 CH₃ CF₃ F CF₃ ClA-1174 CF₃ CF₃ F CF₃ Cl A-1175 OCH₃ CF₃ F CF₃ Cl A-1176 F H Cl CF₃ ClA-1177 Cl H Cl CF₃ Cl A-1178 CH₃ H Cl CF₃ Cl A-1179 CF₃ H Cl CF₃ ClA-1180 OCH₃ H Cl CF₃ Cl A-1181 F F Cl CF₃ Cl A-1182 Cl F Cl CF₃ ClA-1183 CH₃ F Cl CF₃ Cl A-1184 CF₃ F Cl CF₃ Cl A-1185 OCH₃ F Cl CF₃ ClA-1186 F Cl Cl CF₃ Cl A-1187 Cl Cl Cl CF₃ Cl A-1188 CH₃ Cl Cl CF₃ ClA-1189 CF₃ Cl Cl CF₃ Cl A-1190 OCH₃ Cl Cl CF₃ Cl A-1191 F CH₃ Cl CF₃ ClA-1192 Cl CH₃ Cl CF₃ Cl A-1193 CH₃ CH₃ Cl CF₃ Cl A-1194 CF₃ CH₃ Cl CF₃Cl A-1195 OCH₃ CH₃ Cl CF₃ Cl A-1196 F CF₃ Cl CF₃ Cl A-1197 Cl CF₃ Cl CF₃Cl A-1198 CH₃ CF₃ Cl CF₃ Cl A-1199 CF₃ CF₃ Cl CF₃ Cl A-1200 OCH₃ CF₃ ClCF₃ Cl A-1201 F H CH₃ CF₃ Cl A-1202 Cl H CH₃ CF₃ Cl A-1203 CH₃ H CH₃ CF₃Cl A-1204 CF₃ H CH₃ CF₃ Cl A-1205 OCH₃ H CH₃ CF₃ Cl A-1206 F F CH₃ CF₃Cl A-1207 Cl F CH₃ CF₃ Cl A-1208 CH₃ F CH₃ CF₃ Cl A-1209 CF₃ F CH₃ CF₃Cl A-1210 OCH₃ F CH₃ CF₃ Cl A-1211 F Cl CH₃ CF₃ Cl A-1212 Cl Cl CH₃ CF₃Cl A-1213 CH₃ Cl CH₃ CF₃ Cl A-1214 CF₃ Cl CH₃ CF₃ Cl A-1215 OCH₃ Cl CH₃CF₃ Cl A-1216 F CH₃ CH₃ CF₃ Cl A-1217 Cl CH₃ CH₃ CF₃ Cl A-1218 CH₃ CH₃CH₃ CF₃ Cl A-1219 CF₃ CH₃ CH₃ CF₃ Cl A-1220 OCH₃ CH₃ CH₃ CF₃ Cl A-1221 FCF₃ CH₃ CF₃ Cl A-1222 Cl CF₃ CH₃ CF₃ Cl A-1223 CH₃ CF₃ CH₃ CF₃ Cl A-1224CF₃ CF₃ CH₃ CF₃ Cl A-1225 OCH₃ CF₃ CH₃ CF₃ Cl A-1226 F H CF₃ CF₃ ClA-1227 Cl H CF₃ CF₃ Cl A-1228 CH₃ H CF₃ CF₃ Cl A-1229 CF₃ H CF₃ CF₃ ClA-1230 OCH₃ H CF₃ CF₃ Cl A-1231 F F CF₃ CF₃ Cl A-1232 Cl F CF₃ CF₃ ClA-1233 CH₃ F CF₃ CF₃ Cl A-1234 CF₃ F CF₃ CF₃ Cl A-1235 OCH₃ F CF₃ CF₃ ClA-1236 F Cl CF₃ CF₃ Cl A-1237 Cl Cl CF₃ CF₃ Cl A-1238 CH₃ Cl CF₃ CF₃ ClA-1239 CF₃ Cl CF₃ CF₃ Cl A-1240 OCH₃ Cl CF₃ CF₃ Cl A-1241 F CH₃ CF₃ CF₃Cl A-1242 Cl CH₃ CF₃ CF₃ Cl A-1243 CH₃ CH₃ CF₃ CF₃ Cl A-1244 CF₃ CH₃ CF₃CF₃ Cl A-1245 OCH₃ CH₃ CF₃ CF₃ Cl A-1246 F CF₃ CF₃ CF₃ Cl A-1247 Cl CF₃CF₃ CF₃ Cl A-1248 CH₃ CF₃ CF₃ CF₃ Cl A-1249 CF₃ CF₃ CF₃ CF₃ Cl A-1250OCH₃ CF₃ CF₃ CF₃ Cl A-1251 F H H H CH₃ A-1252 Cl H H H CH₃ A-1253 CH₃ HH H CH₃ A-1254 CF₃ H H H CH₃ A-1255 OCH₃ H H H CH₃ A-1256 F F H H CH₃A-1257 Cl F H H CH₃ A-1258 CH₃ F H H CH₃ A-1259 CF₃ F H H CH₃ A-1260OCH₃ F H H CH₃ A-1261 F Cl H H CH₃ A-1262 Cl Cl H H CH₃ A-1263 CH₃ Cl HH CH₃ A-1264 CF₃ Cl H H CH₃ A-1265 OCH₃ Cl H H CH₃ A-1266 F CH₃ H H CH₃A-1267 Cl CH₃ H H CH₃ A-1268 CH₃ CH₃ H H CH₃ A-1269 CF₃ CH₃ H H CH₃A-1270 OCH₃ CH₃ H H CH₃ A-1271 F CF₃ H H CH₃ A-1272 Cl CF₃ H H CH₃A-1273 CH₃ CF₃ H H CH₃ A-1274 CF₃ CF₃ H H CH₃ A-1275 OCH₃ CF₃ H H CH₃A-1276 F H F H CH₃ A-1277 Cl H F H CH₃ A-1278 CH₃ H F H CH₃ A-1279 CF₃ HF H CH₃ A-1280 OCH₃ H F H CH₃ A-1281 F F F H CH₃ A-1282 Cl F F H CH₃A-1283 CH₃ F F H CH₃ A-1284 CF₃ F F H CH₃ A-1285 OCH₃ F F H CH₃ A-1286 FCl F H CH₃ A-1287 Cl Cl F H CH₃ A-1288 CH₃ Cl F H CH₃ A-1289 CF₃ Cl F HCH₃ A-1290 OCH₃ Cl F H CH₃ A-1291 F CH₃ F H CH₃ A-1292 Cl CH₃ F H CH₃A-1293 CH₃ CH₃ F H CH₃ A-1294 CF₃ CH₃ F H CH₃ A-1295 OCH₃ CH₃ F H CH₃A-1296 F CF₃ F H CH₃ A-1297 Cl CF₃ F H CH₃ A-1298 CH₃ CF₃ F H CH₃ A-1299CF₃ CF₃ F H CH₃ A-1300 OCH₃ CF₃ F H CH₃ A-1301 F H Cl H CH₃ A-1302 Cl HCl H CH₃ A-1303 CH₃ H Cl H CH₃ A-1304 CF₃ H Cl H CH₃ A-1305 OCH₃ H Cl HCH₃ A-1306 F F Cl H CH₃ A-1307 Cl F Cl H CH₃ A-1308 CH₃ F Cl H CH₃A-1309 CF₃ F Cl H CH₃ A-1310 OCH₃ F Cl H CH₃ A-1311 F Cl Cl H CH₃ A-1312Cl Cl Cl H CH₃ A-1313 CH₃ Cl Cl H CH₃ A-1314 CF₃ Cl Cl H CH₃ A-1315 OCH₃Cl Cl H CH₃ A-1316 F CH₃ Cl H CH₃ A-1317 Cl CH₃ Cl H CH₃ A-1318 CH₃ CH₃Cl H CH₃ A-1319 CF₃ CH₃ Cl H CH₃ A-1320 OCH₃ CH₃ Cl H CH₃ A-1321 F CF₃Cl H CH₃ A-1322 Cl CF₃ Cl H CH₃ A-1323 CH₃ CF₃ Cl H CH₃ A-1324 CF₃ CF₃Cl H CH₃ A-1325 OCH₃ CF₃ Cl H CH₃ A-1326 F H CH₃ H CH₃ A-1327 Cl H CH₃ HCH₃ A-1328 CH₃ H CH₃ H CH₃ A-1329 CF₃ H CH₃ H CH₃ A-1330 OCH₃ H CH₃ HCH₃ A-1331 F F CH₃ H CH₃ A-1332 Cl F CH₃ H CH₃ A-1333 CH₃ F CH₃ H CH₃A-1334 CF₃ F CH₃ H CH₃ A-1335 OCH₃ F CH₃ H CH₃ A-1336 F Cl CH₃ H CH₃A-1337 Cl Cl CH₃ H CH₃ A-1338 CH₃ Cl CH₃ H CH₃ A-1339 CF₃ Cl CH₃ H CH₃A-1340 OCH₃ Cl CH₃ H CH₃ A-1341 F CH₃ CH₃ H CH₃ A-1342 Cl CH₃ CH₃ H CH₃A-1343 CH₃ CH₃ CH₃ H CH₃ A-1344 CF₃ CH₃ CH₃ H CH₃ A-1345 OCH₃ CH₃ CH₃ HCH₃ A-1346 F CF₃ CH₃ H CH₃ A-1347 Cl CF₃ CH₃ H CH₃ A-1348 CH₃ CF₃ CH₃ HCH₃ A-1349 CF₃ CF₃ CH₃ H CH₃ A-1350 OCH₃ CF₃ CH₃ H CH₃ A-1351 F H CF₃ HCH₃ A-1352 Cl H CF₃ H CH₃ A-1353 CH₃ H CF₃ H CH₃ A-1354 CF₃ H CF₃ H CH₃A-1355 OCH₃ H CF₃ H CH₃ A-1356 F F CF₃ H CH₃ A-1357 Cl F CF₃ H CH₃A-1358 CH₃ F CF₃ H CH₃ A-1359 CF₃ F CF₃ H CH₃ A-1360 OCH₃ F CF₃ H CH₃A-1361 F Cl CF₃ H CH₃ A-1362 Cl Cl CF₃ H CH₃ A-1363 CH₃ Cl CF₃ H CH₃A-1364 CF₃ Cl CF₃ H CH₃ A-1365 OCH₃ Cl CF₃ H CH₃ A-1366 F CH₃ CF₃ H CH₃A-1367 Cl CH₃ CF₃ H CH₃ A-1368 CH₃ CH₃ CF₃ H CH₃ A-1369 CF₃ CH₃ CF₃ HCH₃ A-1370 OCH₃ CH₃ CF₃ H CH₃ A-1371 F CF₃ CF₃ H CH₃ A-1372 Cl CF₃ CF₃ HCH₃ A-1373 CH₃ CF₃ CF₃ H CH₃ A-1374 CF₃ CF₃ CF₃ H CH₃ A-1375 OCH₃ CF₃CF₃ H CH₃ A-1376 F H H F CH₃ A-1377 Cl H H F CH₃ A-1378 CH₃ H H F CH₃A-1379 CF₃ H H F CH₃ A-1380 OCH₃ H H F CH₃ A-1381 F F H F CH₃ A-1382 ClF H F CH₃ A-1383 CH₃ F H F CH₃ A-1384 CF₃ F H F CH₃ A-1385 OCH₃ F H FCH₃ A-1386 F Cl H F CH₃ A-1387 Cl Cl H F CH₃ A-1388 CH₃ Cl H F CH₃A-1389 CF₃ Cl H F CH₃ A-1390 OCH₃ Cl H F CH₃ A-1391 F CH₃ H F CH₃ A-1392Cl CH₃ H F CH₃ A-1393 CH₃ CH₃ H F CH₃ A-1394 CF₃ CH₃ H F CH₃ A-1395 OCH₃CH₃ H F CH₃ A-1396 F CF₃ H F CH₃ A-1397 Cl CF₃ H F CH₃ A-1398 CH₃ CF₃ HF CH₃ A-1399 CF₃ CF₃ H F CH₃ A-1400 OCH₃ CF₃ H F CH₃ A-1401 F H F F CH₃A-1402 Cl H F F CH₃ A-1403 CH₃ H F F CH₃ A-1404 CF₃ H F F CH₃ A-1405OCH₃ H F F CH₃ A-1406 F F F F CH₃ A-1407 Cl F F F CH₃ A-1408 CH₃ F F FCH₃ A-1409 CF₃ F F F CH₃ A-1410 OCH₃ F F F CH₃ A-1411 F Cl F F CH₃A-1412 Cl Cl F F CH₃ A-1413 CH₃ Cl F F CH₃ A-1414 CF₃ Cl F F CH₃ A-1415OCH₃ Cl F F CH₃ A-1416 F CH₃ F F CH₃ A-1417 Cl CH₃ F F CH₃ A-1418 CH₃CH₃ F F CH₃ A-1419 CF₃ CH₃ F F CH₃ A-1420 OCH₃ CH₃ F F CH₃ A-1421 F CF₃F F CH₃ A-1422 Cl CF₃ F F CH₃ A-1423 CH₃ CF₃ F F CH₃ A-1424 CF₃ CF₃ F FCH₃ A-1425 OCH₃ CF₃ F F CH₃ A-1426 F H Cl F CH₃ A-1427 Cl H Cl F CH₃A-1428 CH₃ H Cl F CH₃ A-1429 CF₃ H Cl F CH₃ A-1430 OCH₃ H Cl F CH₃A-1431 F F Cl F CH₃ A-1432 Cl F Cl F CH₃ A-1433 CH₃ F Cl F CH₃ A-1434CF₃ F Cl F CH₃ A-1435 OCH₃ F Cl F CH₃ A-1436 F Cl Cl F CH₃ A-1437 Cl ClCl F CH₃ A-1438 CH₃ Cl Cl F CH₃ A-1439 CF₃ Cl Cl F CH₃ A-1440 OCH₃ Cl ClF CH₃ A-1441 F CH₃ Cl F CH₃ A-1442 Cl CH₃ Cl F CH₃ A-1443 CH₃ CH₃ Cl FCH₃ A-1444 CF₃ CH₃ Cl F CH₃ A-1445 OCH₃ CH₃ Cl F CH₃ A-1446 F CF₃ Cl FCH₃ A-1447 Cl CF₃ Cl F CH₃ A-1448 CH₃ CF₃ Cl F CH₃ A-1449 CF₃ CF₃ Cl FCH₃ A-1450 OCH₃ CF₃ Cl F CH₃ A-1451 F H CH₃ F CH₃ A-1452 Cl H CH₃ F CH₃A-1453 CH₃ H CH₃ F CH₃ A-1454 CF₃ H CH₃ F CH₃ A-1455 OCH₃ H CH₃ F CH₃A-1456 F F CH₃ F CH₃ A-1457 Cl F CH₃ F CH₃ A-1458 CH₃ F CH₃ F CH₃ A-1459CF₃ F CH₃ F CH₃ A-1460 OCH₃ F CH₃ F CH₃ A-1461 F CI CH₃ F CH₃ A-1462 ClCl CH₃ F CH₃ A-1463 CH₃ Cl CH₃ F CH₃ A-1464 CF₃ Cl CH₃ F CH₃ A-1465 OCH₃Cl CH₃ F CH₃ A-1466 F CH₃ CH₃ F CH₃ A-1467 Cl CH₃ CH₃ F CH₃ A-1468 CH₃CH₃ CH₃ F CH₃ A-1469 CF₃ CH₃ CH₃ F CH₃ A-1470 OCH₃ CH₃ CH₃ F CH₃ A-1471F CF₃ CH₃ F CH₃ A-1472 Cl CF₃ CH₃ F CH₃ A-1473 CH₃ CF₃ CH₃ F CH₃ A-1474CF₃ CF₃ CH₃ F CH₃ A-1475 OCH₃ CF₃ CH₃ F CH₃ A-1476 F H CF₃ F CH₃ A-1477Cl H CF₃ F CH₃ A-1478 CH₃ H CF₃ F CH₃ A-1479 CF₃ H CF₃ F CH₃ A-1480 OCH₃H CF₃ F CH₃ A-1481 F F CF₃ F CH₃ A-1482 Cl F CF₃ F CH₃ A-1483 CH₃ F CF₃F CH₃ A-1484 CF₃ F CF₃ F CH₃ A-1485 OCH₃ F CF₃ F CH₃ A-1486 F Cl CF₃ FCH₃ A-1487 Cl Cl CF₃ F CH₃ A-1488 CH₃ Cl CF₃ F CH₃ A-1489 CF₃ Cl CF₃ FCH₃ A-1490 OCH₃ Cl CF₃ F CH₃ A-1491 F CH₃ CF₃ F CH₃ A-1492 Cl CH₃ CF₃ FCH₃ A-1493 CH₃ CH₃ CF₃ F CH₃ A-1494 CF₃ CH₃ CF₃ F CH₃ A-1495 OCH₃ CH₃CF₃ F CH₃ A-1496 F CF₃ CF₃ F CH₃ A-1497 Cl CF₃ CF₃ F CH₃ A-1498 CH₃ CF₃CF₃ F CH₃ A-1499 CF₃ CF₃ CF₃ F CH₃ A-1500 OCH₃ CF₃ CF₃ F CH₃ A-1501 F HH Cl CH₃ A-1502 Cl H H Cl CH₃ A-1503 CH₃ H H Cl CH₃ A-1504 CF₃ H H ClCH₃ A-1505 OCH₃ H H Cl CH₃ A-1506 F F H Cl CH₃ A-1507 Cl F H Cl CH₃A-1508 CH₃ F H Cl CH₃ A-1509 CF₃ F H Cl CH₃ A-1510 OCH₃ F H Cl CH₃A-1511 F Cl H Cl CH₃ A-1512 Cl Cl H Cl CH₃ A-1513 CH₃ Cl H Cl CH₃ A-1514CF₃ Cl H Cl CH₃ A-1515 OCH₃ Cl H Cl CH₃ A-1516 F CH₃ H Cl CH₃ A-1517 ClCH₃ H Cl CH₃ A-1518 CH₃ CH₃ H Cl CH₃ A-1519 CF₃ CH₃ H Cl CH₃ A-1520 OCH₃CH₃ H Cl CH₃ A-1521 F CF₃ H Cl CH₃ A-1522 Cl CF₃ H Cl CH₃ A-1523 CH₃ CF₃H Cl CH₃ A-1524 CF₃ CF₃ H Cl CH₃ A-1525 OCH₃ CF₃ H Cl CH₃ A-1526 F H FCl CH₃ A-1527 Cl H F Cl CH₃ A-1528 CH₃ H F Cl CH₃ A-1529 CF₃ H F Cl CH₃A-1530 OCH₃ H F Cl CH₃ A-1531 F F F Cl CH₃ A-1532 Cl F F Cl CH₃ A-1533CH₃ F F Cl CH₃ A-1534 CF₃ F F Cl CH₃ A-1535 OCH₃ F F Cl CH₃ A-1536 F ClF Cl CH₃ A-1537 Cl Cl F Cl CH₃ A-1538 CH₃ Cl F Cl CH₃ A-1539 CF₃ Cl F ClCH₃ A-1540 OCH₃ Cl F Cl CH₃ A-1541 F CH₃ F Cl CH₃ A-1542 Cl CH₃ F Cl CH₃A-1543 CH₃ CH₃ F Cl CH₃ A-1544 CF₃ CH₃ F Cl CH₃ A-1545 OCH₃ CH₃ F Cl CH₃A-1546 F CF₃ F Cl CH₃ A-1547 Cl CF₃ F Cl CH₃ A-1548 CH₃ CF₃ F Cl CH₃A-1549 CF₃ CF₃ F Cl CH₃ A-1550 OCH₃ CF₃ F Cl CH₃ A-1551 F H Cl Cl CH₃A-1552 Cl H Cl Cl CH₃ A-1553 CH₃ H Cl Cl CH₃ A-1554 CF₃ H Cl Cl CH₃A-1555 OCH₃ H Cl Cl CH₃ A-1556 F F Cl Cl CH₃ A-1557 Cl F Cl Cl CH₃A-1558 CH₃ F Cl Cl CH₃ A-1559 CF₃ F Cl Cl CH₃ A-1560 OCH₃ F Cl Cl CH₃A-1561 F Cl Cl Cl CH₃ A-1562 Cl Cl Cl Cl CH₃ A-1563 CH₃ Cl Cl Cl CH₃A-1564 CF₃ Cl Cl Cl CH₃ A-1565 OCH₃ Cl Cl Cl CH₃ A-1566 F CH₃ Cl Cl CH₃A-1567 Cl CH₃ Cl Cl CH₃ A-1568 CH₃ CH₃ Cl Cl CH₃ A-1569 CF₃ CH₃ Cl ClCH₃ A-1570 OCH₃ CH₃ Cl Cl CH₃ A-1571 F CF₃ Cl Cl CH₃ A-1572 Cl CF₃ Cl ClCH₃ A-1573 CH₃ CF₃ Cl Cl CH₃ A-1574 CF₃ CF₃ Cl Cl CH₃ A-1575 OCH₃ CF₃ ClCl CH₃ A-1576 F H CH₃ Cl CH₃ A-1577 Cl H CH₃ Cl CH₃ A-1578 CH₃ H CH₃ ClCH₃ A-1579 CF₃ H CH₃ Cl CH₃ A-1580 OCH₃ H CH₃ Cl CH₃ A-1581 F F CH₃ ClCH₃ A-1582 Cl F CH₃ Cl CH₃ A-1583 CH₃ F CH₃ Cl CH₃ A-1584 CF₃ F CH₃ ClCH₃ A-1585 OCH₃ F CH₃ Cl CH₃ A-1586 F Cl CH₃ Cl CH₃ A-1587 Cl Cl CH₃ ClCH₃ A-1588 CH₃ Cl CH₃ Cl CH₃ A-1589 CF₃ Cl CH₃ Cl CH₃ A-1590 OCH₃ Cl CH₃Cl CH₃ A-1591 F CH₃ CH₃ Cl CH₃ A-1592 Cl CH₃ CH₃ Cl CH₃ A-1593 CH₃ CH₃CH₃ Cl CH₃ A-1594 CF₃ CH₃ CH₃ Cl CH₃ A-1595 OCH₃ CH₃ CH₃ Cl CH₃ A-1596 FCF₃ CH₃ Cl CH₃ A-1597 Cl CF₃ CH₃ Cl CH₃ A-1598 CH₃ CF₃ CH₃ Cl CH₃ A-1599CF₃ CF₃ CH₃ Cl CH₃ A-1600 OCH₃ CF₃ CH₃ Cl CH₃ A-1601 F H CF₃ Cl CH₃A-1602 Cl H CF₃ Cl CH₃ A-1603 CH₃ H CF₃ Cl CH₃ A-1604 CF₃ H CF₃ Cl CH₃A-1605 OCH₃ H CF₃ Cl CH₃ A-1606 F F CF₃ Cl CH₃ A-1607 Cl F CF₃ Cl CH₃A-1608 CH₃ F CF₃ Cl CH₃ A-1609 CF₃ F CF₃ Cl CH₃ A-1610 OCH₃ F CF₃ Cl CH₃A-1611 F Cl CF₃ Cl CH₃ A-1612 Cl Cl CF₃ Cl CH₃ A-1613 CH₃ Cl CF₃ Cl CH₃A-1614 CF₃ Cl CF₃ Cl CH₃ A-1615 OCH₃ Cl CF₃ Cl CH₃ A-1616 F CH₃ CF₃ ClCH₃ A-1617 Cl CH₃ CF₃ Cl CH₃ A-1618 CH₃ CH₃ CF₃ Cl CH₃ A-1619 CF₃ CH₃CF₃ Cl CH₃ A-1620 OCH₃ CH₃ CF₃ Cl CH₃ A-1621 F CF₃ CF₃ Cl CH₃ A-1622 ClCF₃ CF₃ Cl CH₃ A-1623 CH₃ CF₃ CF₃ Cl CH₃ A-1624 CF₃ CF₃ CF₃ Cl CH₃A-1625 OCH₃ CF₃ CF₃ Cl CH₃ A-1626 F H H CH₃ CH₃ A-1627 Cl H H CH₃ CH₃A-1628 CH₃ H H CH₃ CH₃ A-1629 CF₃ H H CH₃ CH₃ A-1630 OCH₃ H H CH₃ CH₃A-1631 F F H CH₃ CH₃ A-1632 Cl F H CH₃ CH₃ A-1633 CH₃ F H CH₃ CH₃ A-1634CF₃ F H CH₃ CH₃ A-1635 OCH₃ F H CH₃ CH₃ A-1636 F Cl H CH₃ CH₃ A-1637 ClCl H CH₃ CH₃ A-1638 CH₃ Cl H CH₃ CH₃ A-1639 CF₃ Cl H CH₃ CH₃ A-1640 OCH₃Cl H CH₃ CH₃ A-1641 F CH₃ H CH₃ CH₃ A-1642 Cl CH₃ H CH₃ CH₃ A-1643 CH₃CH₃ H CH₃ CH₃ A-1644 CF₃ CH₃ H CH₃ CH₃ A-1645 OCH₃ CH₃ H CH₃ CH₃ A-1646F CF₃ H CH₃ CH₃ A-1647 Cl CF₃ H CH₃ CH₃ A-1648 CH₃ CF₃ H CH₃ CH₃ A-1649CF₃ CF₃ H CH₃ CH₃ A-1650 OCH₃ CF₃ H CH₃ CH₃ A-1651 F H F CH₃ CH₃ A-1652Cl H F CH₃ CH₃ A-1653 CH₃ H F CH₃ CH₃ A-1654 CF₃ H F CH₃ CH₃ A-1655 OCH₃H F CH₃ CH₃ A-1656 F F F CH₃ CH₃ A-1657 Cl F F CH₃ CH₃ A-1658 CH₃ F FCH₃ CH₃ A-1659 CF₃ F F CH₃ CH₃ A-1660 OCH₃ F F CH₃ CH₃ A-1661 F Cl F CH₃CH₃ A-1662 Cl Cl F CH₃ CH₃ A-1663 CH₃ Cl F CH₃ CH₃ A-1664 CF₃ Cl F CH₃CH₃ A-1665 OCH₃ Cl F CH₃ CH₃ A-1666 F CH₃ F CH₃ CH₃ A-1667 Cl CH₃ F CH₃CH₃ A-1668 CH₃ CH₃ F CH₃ CH₃ A-1669 CF₃ CH₃ F CH₃ CH₃ A-1670 OCH₃ CH₃ FCH₃ CH₃ A-1671 F CF₃ F CH₃ CH₃ A-1672 Cl CF₃ F CH₃ CH₃ A-1673 CH₃ CF₃ FCH₃ CH₃ A-1674 CF₃ CF₃ F CH₃ CH₃ A-1675 OCH₃ CF₃ F CH₃ CH₃ A-1676 F H ClCH₃ CH₃ A-1677 Cl H Cl CH₃ CH₃ A-1678 CH₃ H Cl CH₃ CH₃ A-1679 CF₃ H ClCH₃ CH₃ A-1680 OCH₃ H Cl CH₃ CH₃ A-1681 F F Cl CH₃ CH₃ A-1682 Cl F ClCH₃ CH₃ A-1683 CH₃ F Cl CH₃ CH₃ A-1684 CF₃ F Cl CH₃ CH₃ A-1685 OCH₃ F ClCH₃ CH₃ A-1686 F Cl Cl CH₃ CH₃ A-1687 Cl Cl Cl CH₃ CH₃ A-1688 CH₃ Cl ClCH₃ CH₃ A-1689 CF₃ Cl Cl CH₃ CH₃ A-1690 OCH₃ Cl Cl CH₃ CH₃ A-1691 F CH₃Cl CH₃ CH₃ A-1692 Cl CH₃ Cl CH₃ CH₃ A-1693 CH₃ CH₃ Cl CH₃ CH₃ A-1694 CF₃CH₃ Cl CH₃ CH₃ A-1695 OCH₃ CH₃ Cl CH₃ CH₃ A-1696 F CF₃ Cl CH₃ CH₃ A-1697Cl CF₃ Cl CH₃ CH₃ A-1698 CH₃ CF₃ Cl CH₃ CH₃ A-1699 CF₃ CF₃ Cl CH₃ CH₃A-1700 OCH₃ CF₃ Cl CH₃ CH₃ A-1701 F H CH₃ CH₃ CH₃ A-1702 Cl H CH₃ CH₃CH₃ A-1703 CH₃ H CH₃ CH₃ CH₃ A-1704 CF₃ H CH₃ CH₃ CH₃ A-1705 OCH₃ H CH₃CH₃ CH₃ A-1706 F F CH₃ CH₃ CH₃ A-1707 Cl F CH₃ CH₃ CH₃ A-1708 CH₃ F CH₃CH₃ CH₃ A-1709 CF₃ F CH₃ CH₃ CH₃ A-1710 OCH₃ F CH₃ CH₃ CH₃ A-1711 F ClCH₃ CH₃ CH₃ A-1712 Cl Cl CH₃ CH₃ CH₃ A-1713 CH₃ Cl CH₃ CH₃ CH₃ A-1714CF₃ Cl CH₃ CH₃ CH₃ A-1715 OCH₃ Cl CH₃ CH₃ CH₃ A-1716 F CH₃ CH₃ CH₃ CH₃A-1717 Cl CH₃ CH₃ CH₃ CH₃ A-1718 CH₃ CH₃ CH₃ CH₃ CH₃ A-1719 CF₃ CH₃ CH₃CH₃ CH₃ A-1720 OCH₃ CH₃ CH₃ CH₃ CH₃ A-1721 F CF₃ CH₃ CH₃ CH₃ A-1722 ClCF₃ CH₃ CH₃ CH₃ A-1723 CH₃ CF₃ CH₃ CH₃ CH₃ A-1724 CF₃ CF₃ CH₃ CH₃ CH₃A-1725 OCH₃ CF₃ CH₃ CH₃ CH₃ A-1726 F H CF₃ CH₃ CH₃ A-1727 Cl H CF₃ CH₃CH₃ A-1728 CH₃ H CF₃ CH₃ CH₃ A-1729 CF₃ H CF₃ CH₃ CH₃ A-1730 OCH₃ H CF₃CH₃ CH₃ A-1731 F F CF₃ CH₃ CH₃ A-1732 Cl F CF₃ CH₃ CH₃ A-1733 CH₃ F CF₃CH₃ CH₃ A-1734 CF₃ F CF₃ CH₃ CH₃ A-1735 OCH₃ F CF₃ CH₃ CH₃ A-1736 F ClCF₃ CH₃ CH₃ A-1737 Cl Cl CF₃ CH₃ CH₃ A-1738 CH₃ Cl CF₃ CH₃ CH₃ A-1739CF₃ Cl CF₃ CH₃ CH₃ A-1740 OCH₃ Cl CF₃ CH₃ CH₃ A-1741 F CH₃ CF₃ CH₃ CH₃A-1742 Cl CH₃ CF₃ CH₃ CH₃ A-1743 CH₃ CH₃ CF₃ CH₃ CH₃ A-1744 CF₃ CH₃ CF₃CH₃ CH₃ A-1745 OCH₃ CH₃ CF₃ CH₃ CH₃ A-1746 F CF₃ CF₃ CH₃ CH₃ A-1747 ClCF₃ CF₃ CH₃ CH₃ A-1748 CH₃ CF₃ CF₃ CH₃ CH₃ A-1749 CF₃ CF₃ CF₃ CH₃ CH₃A-1750 OCH₃ CF₃ CF₃ CH₃ CH₃ A-1751 F H H CF₃ CH₃ A-1752 Cl H H CF₃ CH₃A-1753 CH₃ H H CF₃ CH₃ A-1754 CF₃ H H CF₃ CH₃ A-1755 OCH₃ H H CF₃ CH₃A-1756 F F H CF₃ CH₃ A-1757 Cl F H CF₃ CH₃ A-1758 CH₃ F H CF₃ CH₃ A-1759CF₃ F H CF₃ CH₃ A-1760 OCH₃ F H CF₃ CH₃ A-1761 F Cl H CF₃ CH₃ A-1762 ClCl H CF₃ CH₃ A-1763 CH₃ Cl H CF₃ CH₃ A-1764 CF₃ Cl H CF₃ CH₃ A-1765 OCH₃Cl H CF₃ CH₃ A-1766 F CH₃ H CF₃ CH₃ A-1767 Cl CH₃ H CF₃ CH₃ A-1768 CH₃CH₃ H CF₃ CH₃ A-1769 CF₃ CH₃ H CF₃ CH₃ A-1770 OCH₃ CH₃ H CF₃ CH₃ A-1771F CF₃ H CF₃ CH₃ A-1772 Cl CF₃ H CF₃ CH₃ A-1773 CH₃ CF₃ H CF₃ CH₃ A-1774CF₃ CF₃ H CF₃ CH₃ A-1775 OCH₃ CF₃ H CF₃ CH₃ A-1776 F H F CF₃ CH₃ A-1777Cl H F CF₃ CH₃ A-1778 CH₃ H F CF₃ CH₃ A-1779 CF₃ H F CF₃ CH₃ A-1780 OCH₃H F CF₃ CH₃ A-1781 F F F CF₃ CH₃ A-1782 Cl F F CF₃ CH₃ A-1783 CH₃ F FCF₃ CH₃ A-1784 CF₃ F F CF₃ CH₃ A-1785 OCH₃ F F CF₃ CH₃ A-1786 F Cl F CF₃CH₃ A-1787 Cl Cl F CF₃ CH₃ A-1788 CH₃ Cl F CF₃ CH₃ A-1789 CF₃ Cl F CF₃CH₃ A-1790 OCH₃ Cl F CF₃ CH₃ A-1791 F CH₃ F CF₃ CH₃ A-1792 Cl CH₃ F CF₃CH₃ A-1793 CH₃ CH₃ F CF₃ CH₃ A-1794 CF₃ CH₃ F CF₃ CH₃ A-1795 OCH₃ CH₃ FCF₃ CH₃ A-1796 F CF₃ F CF₃ CH₃ A-1797 Cl CF₃ F CF₃ CH₃ A-1798 CH₃ CF₃ FCF₃ CH₃ A-1799 CF₃ CF₃ F CF₃ CH₃ A-1800 OCH₃ CF₃ F CF₃ CH₃ A-1801 F H ClCF₃ CH₃ A-1802 Cl H Cl CF₃ CH₃ A-1803 CH₃ H Cl CF₃ CH₃ A-1804 CF₃ H ClCF₃ CH₃ A-1805 OCH₃ H Cl CF₃ CH₃ A-1806 F F Cl CF₃ CH₃ A-1807 Cl F ClCF₃ CH₃ A-1808 CH₃ F Cl CF₃ CH₃ A-1809 CF₃ F Cl CF₃ CH₃ A-1810 OCH₃ F ClCF₃ CH₃ A-1811 F Cl Cl CF₃ CH₃ A-1812 Cl Cl Cl CF₃ CH₃ A-1813 CH₃ Cl ClCF₃ CH₃ A-1814 CF₃ Cl Cl CF₃ CH₃ A-1815 OCH₃ Cl Cl CF₃ CH₃ A-1816 F CH₃Cl CF₃ CH₃ A-1817 Cl CH₃ Cl CF₃ CH₃ A-1818 CH₃ CH₃ Cl CF₃ CH₃ A-1819 CF₃CH₃ Cl CF₃ CH₃ A-1820 OCH₃ CH₃ Cl CF₃ CH₃ A-1821 F CF₃ Cl CF₃ CH₃ A-1822Cl CF₃ Cl CF₃ CH₃ A-1823 CH₃ CF₃ Cl CF₃ CH₃ A-1824 CF₃ CF₃ Cl CF₃ CH₃A-1825 OCH₃ CF₃ Cl CF₃ CH₃ A-1826 F H CH₃ CF₃ CH₃ A-1827 Cl H CH₃ CF₃CH₃ A-1828 CH₃ H CH₃ CF₃ CH₃ A-1829 CF₃ H CH₃ CF₃ CH₃ A-1830 OCH₃ H CH₃CF₃ CH₃ A-1831 F F CH₃ CF₃ CH₃ A-1832 Cl F CH₃ CF₃ CH₃ A-1833 CH₃ F CH₃CF₃ CH₃ A-1834 CF₃ F CH₃ CF₃ CH₃ A-1835 OCH₃ F CH₃ CF₃ CH₃ A-1836 F ClCH₃ CF₃ CH₃ A-1837 Cl Cl CH₃ CF₃ CH₃ A-1838 CH₃ Cl CH₃ CF₃ CH₃ A-1839CF₃ Cl CH₃ CF₃ CH₃ A-1840 OCH₃ Cl CH₃ CF₃ CH₃ A-1841 F CH₃ CH₃ CF₃ CH₃A-1842 Cl CH₃ CH₃ CF₃ CH₃ A-1843 CH₃ CH₃ CH₃ CF₃ CH₃ A-1844 CF₃ CH₃ CH₃CF₃ CH₃ A-1845 OCH₃ CH₃ CH₃ CF₃ CH₃ A-1846 F CF₃ CH₃ CF₃ CH₃ A-1847 ClCF₃ CH₃ CF₃ CH₃ A-1848 CH₃ CF₃ CH₃ CF₃ CH₃ A-1849 CF₃ CF₃ CH₃ CF₃ CH₃A-1850 OCH₃ CF₃ CH₃ CF₃ CH₃ A-1851 F H CF₃ CF₃ CH₃ A-1852 Cl H CF₃ CF₃CH₃ A-1853 CH₃ H CF₃ CF₃ CH₃ A-1854 CF₃ H CF₃ CF₃ CH₃ A-1855 OCH₃ H CF₃CF₃ CH₃ A-1856 F F CF₃ CF₃ CH₃ A-1857 Cl F CF₃ CF₃ CH₃ A-1858 CH₃ F CF₃CF₃ CH₃ A-1859 CF₃ F CF₃ CF₃ CH₃ A-1860 OCH₃ F CF₃ CF₃ CH₃ A-1861 F ClCF₃ CF₃ CH₃ A-1862 Cl Cl CF₃ CF₃ CH₃ A-1863 CH₃ Cl CF₃ CF₃ CH₃ A-1864CF₃ Cl CF₃ CF₃ CH₃ A-1865 OCH₃ Cl CF₃ CF₃ CH₃ A-1866 F CH₃ CF₃ CF₃ CH₃A-1867 Cl CH₃ CF₃ CF₃ CH₃ A-1868 CH₃ CH₃ CF₃ CF₃ CH₃ A-1869 CF₃ CH₃ CF₃CF₃ CH₃ A-1870 OCH₃ CH₃ CF₃ CF₃ CH₃ A-1871 F CF₃ CF₃ CF₃ CH₃ A-1872 ClCF₃ CF₃ CF₃ CH₃ A-1873 CH₃ CF₃ CF₃ CF₃ CH₃ A-1874 CF₃ CF₃ CF₃ CF₃ CH₃A-1875 OCH₃ CF₃ CF₃ CF₃ CH₃ A-1876 F H H H CF₃ A-1877 Cl H H H CF₃A-1878 CH₃ H H H CF₃ A-1879 CF₃ H H H CF₃ A-1880 OCH₃ H H H CF₃ A-1881 FF H H CF₃ A-1882 Cl F H H CF₃ A-1883 CH₃ F H H CF₃ A-1884 CF₃ F H H CF₃A-1885 OCH₃ F H H CF₃ A-1886 F Cl H H CF₃ A-1887 Cl Cl H H CF₃ A-1888CH₃ Cl H H CF₃ A-1889 CF₃ Cl H H CF₃ A-1890 OCH₃ Cl H H CF₃ A-1891 F CH₃H H CF₃ A-1892 Cl CH₃ H H CF₃ A-1893 CH₃ CH₃ H H CF₃ A-1894 CF₃ CH₃ H HCF₃ A-1895 OCH₃ CH₃ H H CF₃ A-1896 F CF₃ H H CF₃ A-1897 Cl CF₃ H H CF₃A-1898 CH₃ CF₃ H H CF₃ A-1899 CF₃ CF₃ H H CF₃ A-1900 OCH₃ CF₃ H H CF₃A-1901 F H F H CF₃ A-1902 Cl H F H CF₃ A-1903 CH₃ H F H CF₃ A-1904 CF₃ HF H CF₃ A-1905 OCH₃ H F H CF₃ A-1906 F F F H CF₃ A-1907 Cl F F H CF₃A-1908 CH₃ F F H CF₃ A-1909 CF₃ F F H CF₃ A-1910 OCH₃ F F H CF₃ A-1911 FCl F H CF₃ A-1912 Cl Cl F H CF₃ A-1913 CH₃ Cl F H CF₃ A-1914 CF₃ Cl F HCF₃ A-1915 OCH₃ Cl F H CF₃ A-1916 F CH₃ F H CF₃ A-1917 Cl CH₃ F H CF₃A-1918 CH₃ CH₃ F H CF₃ A-1919 CF₃ CH₃ F H CF₃ A-1920 OCH₃ CH₃ F H CF₃A-1921 F CF₃ F H CF₃ A-1922 Cl CF₃ F H CF₃ A-1923 CH₃ CF₃ F H CF₃ A-1924CF₃ CF₃ F H CF₃ A-1925 OCH₃ CF₃ F H CF₃ A-1926 F H Cl H CF₃ A-1927 Cl HCl H CF₃ A-1928 CH₃ H Cl H CF₃ A-1929 CF₃ H Cl H CF₃ A-1930 OCH₃ H Cl HCF₃ A-1931 F F Cl H CF₃ A-1932 Cl F Cl H CF₃ A-1933 CH₃ F Cl H CF₃A-1934 CF₃ F Cl H CF₃ A-1935 OCH₃ F Cl H CF₃ A-1936 F Cl Cl H CF₃ A-1937Cl Cl Cl H CF₃ A-1938 CH₃ Cl Cl H CF₃ A-1939 CF₃ Cl Cl H CF₃ A-1940 OCH₃Cl Cl H CF₃ A-1941 F CH₃ Cl H CF₃ A-1942 Cl CH₃ Cl H CF₃ A-1943 CH₃ CH₃Cl H CF₃ A-1944 CF₃ CH₃ Cl H CF₃ A-1945 OCH₃ CH₃ Cl H CF₃ A-1946 F CF₃Cl H CF₃ A-1947 Cl CF₃ Cl H CF₃ A-1948 CH₃ CF₃ Cl H CF₃ A-1949 CF₃ CF₃Cl H CF₃ A-1950 OCH₃ CF₃ Cl H CF₃ A-1951 F H CH₃ H CF₃ A-1952 Cl H CH₃ HCF₃ A-1953 CH₃ H CH₃ H CF₃ A-1954 CF₃ H CH₃ H CF₃ A-1955 OCH₃ H CH₃ HCF₃ A-1956 F F CH₃ H CF₃ A-1957 Cl F CH₃ H CF₃ A-1958 CH₃ F CH₃ H CF₃A-1959 CF₃ F CH₃ H CF₃ A-1960 OCH₃ F CH₃ H CF₃ A-1961 F Cl CH₃ H CF₃A-1962 Cl Cl CH₃ H CF₃ A-1963 CH₃ Cl CH₃ H CF₃ A-1964 CF₃ Cl CH₃ H CF₃A-1965 OCH₃ Cl CH₃ H CF₃ A-1966 F CH₃ CH₃ H CF₃ A-1967 Cl CH₃ CH₃ H CF₃A-1968 CH₃ CH₃ CH₃ H CF₃ A-1969 CF₃ CH₃ CH₃ H CF₃ A-1970 OCH₃ CH₃ CH₃ HCF₃ A-1971 F CF₃ CH₃ H CF₃ A-1972 Cl CF₃ CH₃ H CF₃ A-1973 CH₃ CF₃ CH₃ HCF₃ A-1974 CF₃ CF₃ CH₃ H CF₃ A-1975 OCH₃ CF₃ CH₃ H CF₃ A-1976 F H CF₃ HCF₃ A-1977 Cl H CF₃ H CF₃ A-1978 CH₃ H CF₃ H CF₃ A-1979 CF₃ H CF₃ H CF₃A-1980 OCH₃ H CF₃ H CF₃ A-1981 F F CF₃ H CF₃ A-1982 Cl F CF₃ H CF₃A-1983 CH₃ F CF₃ H CF₃ A-1984 CF₃ F CF₃ H CF₃ A-1985 OCH₃ F CF₃ H CF₃A-1986 F Cl CF₃ H CF₃ A-1987 Cl Cl CF₃ H CF₃ A-1988 CH₃ Cl CF₃ H CF₃A-1989 CF₃ Cl CF₃ H CF₃ A-1990 OCH₃ Cl CF₃ H CF₃ A-1991 F CH₃ CF₃ H CF₃A-1992 Cl CH₃ CF₃ H CF₃ A-1993 CH₃ CH₃ CF₃ H CF₃ A-1994 CF₃ CH₃ CF₃ HCF₃ A-1995 OCH₃ CH₃ CF₃ H CF₃ A-1996 F CF₃ CF₃ H CF₃ A-1997 Cl CF₃ CF₃ HCF₃ A-1998 CH₃ CF₃ CF₃ H CF₃ A-1999 CF₃ CF₃ CF₃ H CF₃ A-2000 OCH₃ CF₃CF₃ H CF₃ A-2001 F H H F CF₃ A-2002 Cl H H F CF₃ A-2003 CH₃ H H F CF₃A-2004 CF₃ H H F CF₃ A-2005 OCH₃ H H F CF₃ A-2006 F F H F CF₃ A-2007 ClF H F CF₃ A-2008 CH₃ F H F CF₃ A-2009 CF₃ F H F CF₃ A-2010 OCH₃ F H FCF₃ A-2011 F Cl H F CF₃ A-2012 Cl Cl H F CF₃ A-2013 CH₃ Cl H F CF₃A-2014 CF₃ Cl H F CF₃ A-2015 OCH₃ Cl H F CF₃ A-2016 F CH₃ H F CF₃ A-2017Cl CH₃ H F CF₃ A-2018 CH₃ CH₃ H F CF₃ A-2019 CF₃ CH₃ H F CF₃ A-2020 OCH₃CH₃ H F CF₃ A-2021 F CF₃ H F CF₃ A-2022 Cl CF₃ H F CF₃ A-2023 CH₃ CF₃ HF CF₃ A-2024 CF₃ CF₃ H F CF₃ A-2025 OCH₃ CF₃ H F CF₃ A-2026 F H F F CF₃A-2027 Cl H F F CF₃ A-2028 CH₃ H F F CF₃ A-2029 CF₃ H F F CF₃ A-2030OCH₃ H F F CF₃ A-2031 F F F F CF₃ A-2032 Cl F F F CF₃ A-2033 CH₃ F F FCF₃ A-2034 CF₃ F F F CF₃ A-2035 OCH₃ F F F CF₃ A-2036 F Cl F F CF₃A-2037 Cl Cl F F CF₃ A-2038 CH₃ Cl F F CF₃ A-2039 CF₃ Cl F F CF₃ A-2040OCH₃ Cl F F CF₃ A-2041 F CH₃ F F CF₃ A-2042 Cl CH₃ F F CF₃ A-2043 CH₃CH₃ F F CF₃ A-2044 CF₃ CH₃ F F CF₃ A-2045 OCH₃ CH₃ F F CF₃ A-2046 F CF₃F F CF₃ A-2047 Cl CF₃ F F CF₃ A-2048 CH₃ CF₃ F F CF₃ A-2049 CF₃ CF₃ F FCF₃ A-2050 OCH₃ CF₃ F F CF₃ A-2051 F H Cl F CF₃ A-2052 Cl H Cl F CF₃A-2053 CH₃ H Cl F CF₃ A-2054 CF₃ H Cl F CF₃ A-2055 OCH₃ H Cl F CF₃A-2056 F F Cl F CF₃ A-2057 Cl F Cl F CF₃ A-2058 CH₃ F Cl F CF₃ A-2059CF₃ F Cl F CF₃ A-2060 OCH₃ F Cl F CF₃ A-2061 F Cl Cl F CF₃ A-2062 Cl ClCl F CF₃ A-2063 CH₃ Cl Cl F CF₃ A-2064 CF₃ Cl Cl F CF₃ A-2065 OCH₃ Cl ClF CF₃ A-2066 F CH₃ Cl F CF₃ A-2067 Cl CH₃ Cl F CF₃ A-2068 CH₃ CH₃ Cl FCF₃ A-2069 CF₃ CH₃ Cl F CF₃ A-2070 OCH₃ CH₃ Cl F CF₃ A-2071 F CF₃ Cl FCF₃ A-2072 Cl CF₃ Cl F CF₃ A-2073 CH₃ CF₃ Cl F CF₃ A-2074 CF₃ CF₃ Cl FCF₃ A-2075 OCH₃ CF₃ Cl F CF₃ A-2076 F H CH₃ F CF₃ A-2077 Cl H CH₃ F CF₃A-2078 CH₃ H CH₃ F CF₃ A-2079 CF₃ H CH₃ F CF₃ A-2080 OCH₃ H CH₃ F CF₃A-2081 F F CH₃ F CF₃ A-2082 Cl F CH₃ F CF₃ A-2083 CH₃ F CH₃ F CF₃ A-2084CF₃ F CH₃ F CF₃ A-2085 OCH₃ F CH₃ F CF₃ A-2086 F Cl CH₃ F CF₃ A-2087 ClCl CH₃ F CF₃ A-2088 CH₃ Cl CH₃ F CF₃ A-2089 CF₃ Cl CH₃ F CF₃ A-2090 OCH₃Cl CH₃ F CF₃ A-2091 F CH₃ CH₃ F CF₃ A-2092 Cl CH₃ CH₃ F CF₃ A-2093 CH₃CH₃ CH₃ F CF₃ A-2094 CF₃ CH₃ CH₃ F CF₃ A-2095 OCH₃ CH₃ CH₃ F CF₃ A-2096F CF₃ CH₃ F CF₃ A-2097 Cl CF₃ CH₃ F CF₃ A-2098 CH₃ CF₃ CH₃ F CF₃ A-2099CF₃ CF₃ CH₃ F CF₃ A-2100 OCH₃ CF₃ CH₃ F CF₃ A-2101 F H CF₃ F CF₃ A-2102Cl H CF₃ F CF₃ A-2103 CH₃ H CF₃ F CF₃ A-2104 CF₃ H CF₃ F CF₃ A-2105 OCH₃H CF₃ F CF₃ A-2106 F F CF₃ F CF₃ A-2107 Cl F CF₃ F CF₃ A-2108 CH₃ F CF₃F CF₃ A-2109 CF₃ F CF₃ F CF₃ A-2110 OCH₃ F CF₃ F CF₃ A-2111 F Cl CF₃ FCF₃ A-2112 Cl Cl CF₃ F CF₃ A-2113 CH₃ Cl CF₃ F CF₃ A-2114 CF₃ Cl CF₃ FCF₃ A-2115 OCH₃ Cl CF₃ F CF₃ A-2116 F CH₃ CF₃ F CF₃ A-2117 Cl CH₃ CF₃ FCF₃ A-2118 CH₃ CH₃ CF₃ F CF₃ A-2119 CF₃ CH₃ CF₃ F CF₃ A-2120 OCH₃ CH₃CF₃ F CF₃ A-2121 F CF₃ CF₃ F CF₃ A-2122 Cl CF₃ CF₃ F CF₃ A-2123 CH₃ CF₃CF₃ F CF₃ A-2124 CF₃ CF₃ CF₃ F CF₃ A-2125 OCH₃ CF₃ CF₃ F CF₃ A-2126 F HH Cl CF₃ A-2127 Cl H H Cl CF₃ A-2128 CH₃ H H Cl CF₃ A-2129 CF₃ H H ClCF₃ A-2130 OCH₃ H H Cl CF₃ A-2131 F F H Cl CF₃ A-2132 Cl F H Cl CF₃A-2133 CH₃ F H Cl CF₃ A-2134 CF₃ F H Cl CF₃ A-2135 OCH₃ F H Cl CF₃A-2136 F Cl H Cl CF₃ A-2137 Cl Cl H Cl CF₃ A-2138 CH₃ Cl H Cl CF₃ A-2139CF₃ Cl H Cl CF₃ A-2140 OCH₃ Cl H Cl CF₃ A-2141 F CH₃ H Cl CF₃ A-2142 ClCH₃ H Cl CF₃ A-2143 CH₃ CH₃ H Cl CF₃ A-2144 CF₃ CH₃ H Cl CF₃ A-2145 OCH₃CH₃ H Cl CF₃ A-2146 F CF₃ H Cl CF₃ A-2147 Cl CF₃ H Cl CF₃ A-2148 CH₃ CF₃H Cl CF₃ A-2149 CF₃ CF₃ H Cl CF₃ A-2150 OCH₃ CF₃ H Cl CF₃ A-2151 F H FCl CF₃ A-2152 Cl H F Cl CF₃ A-2153 CH₃ H F Cl CF₃ A-2154 CF₃ H F Cl CF₃A-2155 OCH₃ H F Cl CF₃ A-2156 F F F Cl CF₃ A-2157 Cl F F Cl CF₃ A-2158CH₃ F F Cl CF₃ A-2159 CF₃ F F Cl CF₃ A-2160 OCH₃ F F Cl CF₃ A-2161 F ClF Cl CF₃ A-2162 Cl Cl F Cl CF₃ A-2163 CH₃ Cl F Cl CF₃ A-2164 CF₃ Cl F ClCF₃ A-2165 OCH₃ Cl F Cl CF₃ A-2166 F CH₃ F Cl CF₃ A-2167 Cl CH₃ F Cl CF₃A-2168 CH₃ CH₃ F Cl CF₃ A-2169 CF₃ CH₃ F Cl CF₃ A-2170 OCH₃ CH₃ F Cl CF₃A-2171 F CF₃ F Cl CF₃ A-2172 Cl CF₃ F Cl CF₃ A-2173 CH₃ CF₃ F Cl CF₃A-2174 CF₃ CF₃ F Cl CF₃ A-2175 OCH₃ CF₃ F Cl CF₃ A-2176 F H Cl Cl CF₃A-2177 Cl H Cl Cl CF₃ A-2178 CH₃ H Cl Cl CF₃ A-2179 CF₃ H Cl Cl CF₃A-2180 OCH₃ H Cl Cl CF₃ A-2181 F F Cl Cl CF₃ A-2182 Cl F Cl Cl CF₃A-2183 CH₃ F Cl Cl CF₃ A-2184 CF₃ F Cl Cl CF₃ A-2185 OCH₃ F Cl Cl CF₃A-2186 F Cl Cl Cl CF₃ A-2187 Cl Cl Cl Cl CF₃ A-2188 CH₃ Cl Cl Cl CF₃A-2189 CF₃ Cl Cl Cl CF₃ A-2190 OCH₃ Cl Cl Cl CF₃ A-2191 F CH₃ Cl Cl CF₃A-2192 Cl CH₃ Cl Cl CF₃ A-2193 CH₃ CH₃ Cl Cl CF₃ A-2194 CF₃ CH₃ Cl ClCF₃ A-2195 OCH₃ CH₃ Cl Cl CF₃ A-2196 F CF₃ Cl Cl CF₃ A-2197 Cl CF₃ Cl ClCF₃ A-2198 CH₃ CF₃ Cl Cl CF₃ A-2199 CF₃ CF₃ Cl Cl CF₃ A-2200 OCH₃ CF₃ ClCl CF₃ A-2201 F H CH₃ Cl CF₃ A-2202 Cl H CH₃ Cl CF₃ A-2203 CH₃ H CH₃ ClCF₃ A-2204 CF₃ H CH₃ Cl CF₃ A-2205 OCH₃ H CH₃ Cl CF₃ A-2206 F F CH₃ ClCF₃ A-2207 Cl F CH₃ Cl CF₃ A-2208 CH₃ F CH₃ Cl CF₃ A-2209 CF₃ F CH₃ ClCF₃ A-2210 OCH₃ F CH₃ Cl CF₃ A-2211 F Cl CH₃ Cl CF₃ A-2212 Cl Cl CH₃ ClCF₃ A-2213 CH₃ Cl CH₃ Cl CF₃ A-2214 CF₃ Cl CH₃ Cl CF₃ A-2215 OCH₃ Cl CH₃Cl CF₃ A-2216 F CH₃ CH₃ Cl CF₃ A-2217 Cl CH₃ CH₃ Cl CF₃ A-2218 CH₃ CH₃CH₃ Cl CF₃ A-2219 CF₃ CH₃ CH₃ Cl CF₃ A-2220 OCH₃ CH₃ CH₃ Cl CF₃ A-2221 FCF₃ CH₃ Cl CF₃ A-2222 Cl CF₃ CH₃ Cl CF₃ A-2223 CH₃ CF₃ CH₃ Cl CF₃ A-2224CF₃ CF₃ CH₃ Cl CF₃ A-2225 OCH₃ CF₃ CH₃ Cl CF₃ A-2226 F H CF₃ Cl CF₃A-2227 Cl H CF₃ Cl CF₃ A-2228 CH₃ H CF₃ Cl CF₃ A-2229 CF₃ H CF₃ Cl CF₃A-2230 OCH₃ H CF₃ Cl CF₃ A-2231 F F CF₃ Cl CF₃ A-2232 Cl F CF₃ Cl CF₃A-2233 CH₃ F CF₃ Cl CF₃ A-2234 CF₃ F CF₃ Cl CF₃ A-2235 OCH₃ F CF₃ Cl CF₃A-2236 F Cl CF₃ Cl CF₃ A-2237 Cl Cl CF₃ Cl CF₃ A-2238 CH₃ Cl CF₃ Cl CF₃A-2239 CF₃ Cl CF₃ Cl CF₃ A-2240 OCH₃ Cl CF₃ Cl CF₃ A-2241 F CH₃ CF₃ ClCF₃ A-2242 Cl CH₃ CF₃ Cl CF₃ A-2243 CH₃ CH₃ CF₃ Cl CF₃ A-2244 CF₃ CH₃CF₃ Cl CF₃ A-2245 OCH₃ CH₃ CF₃ Cl CF₃ A-2246 F CF₃ CF₃ Cl CF₃ A-2247 ClCF₃ CF₃ Cl CF₃ A-2248 CH₃ CF₃ CF₃ Cl CF₃ A-2249 CF₃ CF₃ CF₃ Cl CF₃A-2250 OCH₃ CF₃ CF₃ Cl CF₃ A-2251 F H H CH₃ CF₃ A-2252 Cl H H CH₃ CF₃A-2253 CH₃ H H CH₃ CF₃ A-2254 CF₃ H H CH₃ CF₃ A-2255 OCH₃ H H CH₃ CF₃A-2256 F F H CH₃ CF₃ A-2257 Cl F H CH₃ CF₃ A-2258 CH₃ F H CH₃ CF₃ A-2259CF₃ F H CH₃ CF₃ A-2260 OCH₃ F H CH₃ CF₃ A-2261 F Cl H CH₃ CF₃ A-2262 ClCl H CH₃ CF₃ A-2263 CH₃ Cl H CH₃ CF₃ A-2264 CF₃ Cl H CH₃ CF₃ A-2265 OCH₃Cl H CH₃ CF₃ A-2266 F CH₃ H CH₃ CF₃ A-2267 Cl CH₃ H CH₃ CF₃ A-2268 CH₃CH₃ H CH₃ CF₃ A-2269 CF₃ CH₃ H CH₃ CF₃ A-2270 OCH₃ CH₃ H CH₃ CF₃ A-2271F CF₃ H CH₃ CF₃ A-2272 Cl CF₃ H CH₃ CF₃ A-2273 CH₃ CF₃ H CH₃ CF₃ A-2274CF₃ CF₃ H CH₃ CF₃ A-2275 OCH₃ CF₃ H CH₃ CF₃ A-2276 F H F CH₃ CF₃ A-2277Cl H F CH₃ CF₃ A-2278 CH₃ H F CH₃ CF₃ A-2279 CF₃ H F CH₃ CF₃ A-2280 OCH₃H F CH₃ CF₃ A-2281 F F F CH₃ CF₃ A-2282 Cl F F CH₃ CF₃ A-2283 CH₃ F FCH₃ CF₃ A-2284 CF₃ F F CH₃ CF₃ A-2285 OCH₃ F F CH₃ CF₃ A-2286 F Cl F CH₃CF₃ A-2287 Cl Cl F CH₃ CF₃ A-2288 CH₃ Cl F CH₃ CF₃ A-2289 CF₃ Cl F CH₃CF₃ A-2290 OCH₃ Cl F CH₃ CF₃ A-2291 F CH₃ F CH₃ CF₃ A-2292 Cl CH₃ F CH₃CF₃ A-2293 CH₃ CH₃ F CH₃ CF₃ A-2294 CF₃ CH₃ F CH₃ CF₃ A-2295 OCH₃ CH₃ FCH₃ CF₃ A-2296 F CF₃ F CH₃ CF₃ A-2297 Cl CF₃ F CH₃ CF₃ A-2298 CH₃ CF₃ FCH₃ CF₃ A-2299 CF₃ CF₃ F CH₃ CF₃ A-2300 OCH₃ CF₃ F CH₃ CF₃ A-2301 F H ClCH₃ CF₃ A-2302 Cl H Cl CH₃ CF₃ A-2303 CH₃ H Cl CH₃ CF₃ A-2304 CF₃ H ClCH₃ CF₃ A-2305 OCH₃ H Cl CH₃ CF₃ A-2306 F F Cl CH₃ CF₃ A-2307 Cl F ClCH₃ CF₃ A-2308 CH₃ F Cl CH₃ CF₃ A-2309 CF₃ F Cl CH₃ CF₃ A-2310 OCH₃ F ClCH₃ CF₃ A-2311 F Cl Cl CH₃ CF₃ A-2312 Cl Cl Cl CH₃ CF₃ A-2313 CH₃ Cl ClCH₃ CF₃ A-2314 CF₃ Cl Cl CH₃ CF₃ A-2315 OCH₃ Cl Cl CH₃ CF₃ A-2316 F CH₃Cl CH₃ CF₃ A-2317 Cl CH₃ Cl CH₃ CF₃ A-2318 CH₃ CH₃ Cl CH₃ CF₃ A-2319 CF₃CH₃ Cl CH₃ CF₃ A-2320 OCH₃ CH₃ Cl CH₃ CF₃ A-2321 F CF₃ Cl CH₃ CF₃ A-2322Cl CF₃ Cl CH₃ CF₃ A-2323 CH₃ CF₃ Cl CH₃ CF₃ A-2324 CF₃ CF₃ Cl CH₃ CF₃A-2325 OCH₃ CF₃ Cl CH₃ CF₃ A-2326 F H CH₃ CH₃ CF₃ A-2327 Cl H CH₃ CH₃CF₃ A-2328 CH₃ H CH₃ CH₃ CF₃ A-2329 CF₃ H CH₃ CH₃ CF₃ A-2330 OCH₃ H CH₃CH₃ CF₃ A-2331 F F CH₃ CH₃ CF₃ A-2332 Cl F CH₃ CH₃ CF₃ A-2333 CH₃ F CH₃CH₃ CF₃ A-2334 CF₃ F CH₃ CH₃ CF₃ A-2335 OCH₃ F CH₃ CH₃ CF₃ A-2336 F ClCH₃ CH₃ CF₃ A-2337 Cl Cl CH₃ CH₃ CF₃ A-2338 CH₃ Cl CH₃ CH₃ CF₃ A-2339CF₃ Cl CH₃ CH₃ CF₃ A-2340 OCH₃ Cl CH₃ CH₃ CF₃ A-2341 F CH₃ CH₃ CH₃ CF₃A-2342 Cl CH₃ CH₃ CH₃ CF₃ A-2343 CH₃ CH₃ CH₃ CH₃ CF₃ A-2344 CF₃ CH₃ CH₃CH₃ CF₃ A-2345 OCH₃ CH₃ CH₃ CH₃ CF₃ A-2346 F CF₃ CH₃ CH₃ CF₃ A-2347 ClCF₃ CH₃ CH₃ CF₃ A-2348 CH₃ CF₃ CH₃ CH₃ CF₃ A-2349 CF₃ CF₃ CH₃ CH₃ CF₃A-2350 OCH₃ CF₃ CH₃ CH₃ CF₃ A-2351 F H CF₃ CH₃ CF₃ A-2352 Cl H CF₃ CH₃CF₃ A-2353 CH₃ H CF₃ CH₃ CF₃ A-2354 CF₃ H CF₃ CH₃ CF₃ A-2355 OCH₃ H CF₃CH₃ CF₃ A-2356 F F CF₃ CH₃ CF₃ A-2357 Cl F CF₃ CH₃ CF₃ A-2358 CH₃ F CF₃CH₃ CF₃ A-2359 CF₃ F CF₃ CH₃ CF₃ A-2360 OCH₃ F CF₃ CH₃ CF₃ A-2361 F ClCF₃ CH₃ CF₃ A-2362 Cl Cl CF₃ CH₃ CF₃ A-2363 CH₃ Cl CF₃ CH₃ CF₃ A-2364CF₃ Cl CF₃ CH₃ CF₃ A-2365 OCH₃ Cl CF₃ CH₃ CF₃ A-2366 F CH₃ CF₃ CH₃ CF₃A-2367 Cl CH₃ CF₃ CH₃ CF₃ A-2368 CH₃ CH₃ CF₃ CH₃ CF₃ A-2369 CF₃ CH₃ CF₃CH₃ CF₃ A-2370 OCH₃ CH₃ CF₃ CH₃ CF₃ A-2371 F CF₃ CF₃ CH₃ CF₃ A-2372 ClCF₃ CF₃ CH₃ CF₃ A-2373 CH₃ CF₃ CF₃ CH₃ CF₃ A-2374 CF₃ CF₃ CF₃ CH₃ CF₃A-2375 OCH₃ CF₃ CF₃ CH₃ CF₃ A-2376 F H H CF₃ CF₃ A-2377 Cl H H CF₃ CF₃A-2378 CH₃ H H CF₃ CF₃ A-2379 CF₃ H H CF₃ CF₃ A-2380 OCH₃ H H CF₃ CF₃A-2381 F F H CF₃ CF₃ A-2382 Cl F H CF₃ CF₃ A-2383 CH₃ F H CF₃ CF₃ A-2384CF₃ F H CF₃ CF₃ A-2385 OCH₃ F H CF₃ CF₃ A-2386 F Cl H CF₃ CF₃ A-2387 ClCl H CF₃ CF₃ A-2388 CH₃ Cl H CF₃ CF₃ A-2389 CF₃ Cl H CF₃ CF₃ A-2390 OCH₃Cl H CF₃ CF₃ A-2391 F CH₃ H CF₃ CF₃ A-2392 Cl CH₃ H CF₃ CF₃ A-2393 CH₃CH₃ H CF₃ CF₃ A-2394 CF₃ CH₃ H CF₃ CF₃ A-2395 OCH₃ CH₃ H CF₃ CF₃ A-2396F CF₃ H CF₃ CF₃ A-2397 Cl CF₃ H CF₃ CF₃ A-2398 CH₃ CF₃ H CF₃ CF₃ A-2399CF₃ CF₃ H CF₃ CF₃ A-2400 OCH₃ CF₃ H CF₃ CF₃ A-2401 F H F CF₃ CF₃ A-2402Cl H F CF₃ CF₃ A-2403 CH₃ H F CF₃ CF₃ A-2404 CF₃ H F CF₃ CF₃ A-2405 OCH₃H F CF₃ CF₃ A-2406 F F F CF₃ CF₃ A-2407 Cl F F CF₃ CF₃ A-2408 CH₃ F FCF₃ CF₃ A-2409 CF₃ F F CF₃ CF₃ A-2410 OCH₃ F F CF₃ CF₃ A-2411 F Cl F CF₃CF₃ A-2412 Cl Cl F CF₃ CF₃ A-2413 CH₃ Cl F CF₃ CF₃ A-2414 CF₃ Cl F CF₃CF₃ A-2415 OCH₃ Cl F CF₃ CF₃ A-2416 F CH₃ F CF₃ CF₃ A-2417 Cl CH₃ F CF₃CF₃ A-2418 CH₃ CH₃ F CF₃ CF₃ A-2419 CF₃ CH₃ F CF₃ CF₃ A-2420 OCH₃ CH₃ FCF₃ CF₃ A-2421 F CF₃ F CF₃ CF₃ A-2422 Cl CF₃ F CF₃ CF₃ A-2423 CH₃ CF₃ FCF₃ CF₃ A-2424 CF₃ CF₃ F CF₃ CF₃ A-2425 OCH₃ CF₃ F CF₃ CF₃ A-2426 F H ClCF₃ CF₃ A-2427 Cl H Cl CF₃ CF₃ A-2428 CH₃ H Cl CF₃ CF₃ A-2429 CF₃ H ClCF₃ CF₃ A-2430 OCH₃ H Cl CF₃ CF₃ A-2431 F F Cl CF₃ CF₃ A-2432 Cl F ClCF₃ CF₃ A-2433 CH₃ F Cl CF₃ CF₃ A-2434 CF₃ F Cl CF₃ CF₃ A-2435 OCH₃ F ClCF₃ CF₃ A-2436 F Cl Cl CF₃ CF₃ A-2437 Cl Cl Cl CF₃ CF₃ A-2438 CH₃ Cl ClCF₃ CF₃ A-2439 CF₃ Cl Cl CF₃ CF₃ A-2440 OCH₃ Cl Cl CF₃ CF₃ A-2441 F CH₃Cl CF₃ CF₃ A-2442 Cl CH₃ Cl CF₃ CF₃ A-2443 CH₃ CH₃ Cl CF₃ CF₃ A-2444 CF₃CH₃ Cl CF₃ CF₃ A-2445 OCH₃ CH₃ Cl CF₃ CF₃ A-2446 F CF₃ Cl CF₃ CF₃ A-2447Cl CF₃ Cl CF₃ CF₃ A-2448 CH₃ CF₃ Cl CF₃ CF₃ A-2449 CF₃ CF₃ Cl CF₃ CF₃A-2450 OCH₃ CF₃ Cl CF₃ CF₃ A-2451 F H CH₃ CF₃ CF₃ A-2452 Cl H CH₃ CF₃CF₃ A-2453 CH₃ H CH₃ CF₃ CF₃ A-2454 CF₃ H CH₃ CF₃ CF₃ A-2455 OCH₃ H CH₃CF₃ CF₃ A-2456 F F CH₃ CF₃ CF₃ A-2457 Cl F CH₃ CF₃ CF₃ A-2458 CH₃ F CH₃CF₃ CF₃ A-2459 CF₃ F CH₃ CF₃ CF₃ A-2460 OCH₃ F CH₃ CF₃ CF₃ A-2461 F ClCH₃ CF₃ CF₃ A-2462 Cl Cl CH₃ CF₃ CF₃ A-2463 CH₃ Cl CH₃ CF₃ CF₃ A-2464CF₃ Cl CH₃ CF₃ CF₃ A-2465 OCH₃ Cl CH₃ CF₃ CF₃ A-2466 F CH₃ CH₃ CF₃ CF₃A-2467 Cl CH₃ CH₃ CF₃ CF₃ A-2468 CH₃ CH₃ CH₃ CF₃ CF₃ A-2469 CF₃ CH₃ CH₃CF₃ CF₃ A-2470 OCH₃ CH₃ CH₃ CF₃ CF₃ A-2471 F CF₃ CH₃ CF₃ CF₃ A-2472 ClCF₃ CH₃ CF₃ CF₃ A-2473 CH₃ CF₃ CH₃ CF₃ CF₃ A-2474 CF₃ CF₃ CH₃ CF₃ CF₃A-2475 OCH₃ CF₃ CH₃ CF₃ CF₃ A-2476 F H CF₃ CF₃ CF₃ A-2477 Cl H CF₃ CF₃CF₃ A-2478 CH₃ H CF₃ CF₃ CF₃ A-2479 CF₃ H CF₃ CF₃ CF₃ A-2480 OCH₃ H CF₃CF₃ CF₃ A-2481 F F CF₃ CF₃ CF₃ A-2482 Cl F CF₃ CF₃ CF₃ A-2483 CH₃ F CF₃CF₃ CF₃ A-2484 CF₃ F CF₃ CF₃ CF₃ A-2485 OCH₃ F CF₃ CF₃ CF₃ A-2486 F ClCF₃ CF₃ CF₃ A-2487 Cl Cl CF₃ CF₃ CF₃ A-2488 CH₃ Cl CF₃ CF₃ CF₃ A-2489CF₃ Cl CF₃ CF₃ CF₃ A-2490 OCH₃ Cl CF₃ CF₃ CF₃ A-2491 F CH₃ CF₃ CF₃ CF₃A-2492 Cl CH₃ CF₃ CF₃ CF₃ A-2493 CH₃ CH₃ CF₃ CF₃ CF₃ A-2494 CF₃ CH₃ CF₃CF₃ CF₃ A-2495 OCH₃ CH₃ CF₃ CF₃ CF₃ A-2496 F CF₃ CF₃ CF₃ CF₃ A-2497 ClCF₃ CF₃ CF₃ CF₃ A-2498 CH₃ CF₃ CF₃ CF₃ CF₃ A-2499 CF₃ CF₃ CF₃ CF₃ CF₃A-2500 OCH₃ CF₃ CF₃ CF₃ CF₃

TABLE B Examples of preferred compounds of formula I′.1 are thecompounds of formula I.1-B, I′.1-B

TABLE C Examples of preferred compounds of formula I′.1 are thecompounds of formula I′.1-C,

wherein R², R³, R⁴, R⁵ and R⁶ have the meanings corresponding to oneline of the table 1 (compounds I′.1-C.1 to I′.1-C.2500).

TABLE D Examples of preferred compounds of formula I′.1 are thecompounds of formula I′.1-D.

wherein R², R³, R⁴, R⁵ and R⁶ have the meanings corresponding to oneline of the table 1 (compounds I′.1-D.1 to I′.1-D.2500).

TABLE E Examples of preferred compounds of formula I′.1 are thecompounds of formula I′.1-E,

wherein R², R³, R⁴, R⁵ and R⁶ have the meanings corresponding to oneline of the table 1 (compounds I′.1-E.1 to I′.1-E.2500).

TABLE F Examples of preferred compounds of formula I′.1 are thecompounds of formula I′.1-F.

wherein R², R³, R⁴, R⁵ and R⁶ have the meanings corresponding to oneline of the table 1 (compounds I′.1-F.1 to I′.1-F.2500).

TABLE G Examples of preferred compounds of formula I′.1 are thecompounds of formula I′.1-G,

wherein R², R³, R⁴, R⁵ and R⁶ have the meanings corresponding to oneline of the table 1 (compounds I′.1-G.1 to I′.1-G.2500).

TABLE H Examples of preferred compounds of formula I′.1 are thecompounds of formula I′.1-H,

wherein R², R³, R⁴, R⁵ and R⁶ have the meanings corresponding to oneline of the table 1 (compounds I′.1-H.1 to I′.1-H.2500).

TABLE J Examples of preferred compounds of formula I′.1 are thecompounds of formula I′.1-J,

wherein R², R³, R⁴, R⁵ and R⁶ have the meanings corresponding to oneline of the table 1 (compounds I′.1-J.1 to I′.1-J.2500).

TABLE K Examples of preferred compounds of formula I′.1 are thecompounds of formula I′.1-K,

wherein R², R³, R⁴, R⁵ and R⁶ have the meanings corresponding to oneline of the table 1 (compounds I′.1-K.1 to I′.1-K.2500).

TABLE L Examples of preferred compounds of formula I′.1 are thecompounds of formula I′.1-L,

wherein R², R³, R⁴, R⁵ and R⁶ have the meanings corresponding to oneline of the table 1 (compounds I′.1-L.1 to I′.1-L.2500).

TABLE M Examples of preferred compounds of formula I′.1 are thecompounds of formula I′.1-M,

wherein R², R³, R⁴, R⁵ and R⁶ have the meanings corresponding to oneline of the table 1 (compounds I′.1-M.1 to I′.1-M.2500).

TABLE N Examples of preferred compounds of formula I′.1 are thecompounds of formula I′.1-N,

wherein R², R³, R⁴, R⁵ and R⁶ have the meanings corresponding to oneline of the table1 (compounds I′.1-N.1 to I′.1-N.2500).

TABLE O Examples of preferred compounds of formula I′.1 are thecompounds of formula I′.1-O,

wherein R², R³, R⁴, R⁵ and R⁶ have the meanings corresponding to oneline of the table 1 (compounds I′.1-O.1 to I′.1-O.2500).

TABLE P Examples of preferred compounds of formula I′.1 are thecompounds of formula I′.1-O,

wherein R², R³, R⁴, R⁵ and R⁶ have the meanings corresponding to oneline of the table 1 (compounds I′.1-O.1 to I′.1-O.2500).

TABLE Q Examples of preferred compounds of formula I′.1 are thecompounds of formula I′.1-Q,

wherein R2, R3, R4, R5 and R6 have the meanings corresponding to oneline of the table 1 (compounds I′.1-Q.1 to I′.1-Q.2500).

Preparation of the compounds of formula I can be accomplished accordingto the examples given in schemes 1 to 4 but are not limited to theroutes given below:

The compounds of formula I.1 and I.2 can for instance be preparedaccording to the preparation procedures described in WO 2005/63724 asoutlined in scheme 1 by reacting a compound of formula II.1 and/or itstautomer II.2 with a compound of formula III e.g. an alkylating agent,an acylating agent or the like. The major product of such a reaction isthe compound of formula I.1, often being the only isomer isolated.

The compounds of formula II.1 and their tautomers of formula II.2. canfor instance be prepared from the corresponding diphenylethylamines IVby the synthetic routes outlined in schemes 2 and 3. Compounds of theformula II.1 and their tautomers of formula II.2 with X being S can beobtained according to the method outlined in scheme 2.

According to the method outlined in scheme 2, a 1,2-diphenylaminoethaneIV is converted into the corresponding isothiocyanate V by conventionalmeans, e.g. by reacting IV with thiophosgene (see e.g. Houben-Weyl, E4,“Methoden der Organischen Chemie”, chapter IIIc, pp. 837-842). Theisothiocyanate V is then reacted with an aminoethanol derivative of theformula VI, thereby obtaining the thiourea compound of the formula VII.The reaction of the aminoethanol derivative VI with isothiocyanate V canbe performed in accordance with standard methods of organic chemistry,see e.g. Biosci. Biotech. Biochem. 1992, 56 (7), 1062-1065. The thusobtained thioureas can be cyclized by conventional means therebyobtaining the desired thiazoline compound of the formula II, with Xbeing S. Cyclization of compound VII can be achieved e.g. under acidcatalysis or under dehydrating conditions e.g. by Mitsunobu's reaction(see Tetrahedron Letters1999, 40, 3125-3128).

Compounds of the formula II, with X being O, can be obtained by themethod outlined in scheme 3. In scheme 3 Y means OH or halogen and Zmeans hydrogen, alkyl or halogen, especially fluorine.

According to scheme 3, diphenylaminoethanes IV are converted into thecorresponding carbamates of the formula VIII by reacting II with aphenyl chloroformate such as 4-chlorophenyl chloroformat according tostandard methods (see e.g. Pesticide Biochemistry and Physiology 30,1988, p. 190-197). The thus obtained carbamate VIII is reacted with theaminoethanol derivative of formula VI in the presence oftrimethylchlorosilane according to the method described in J. Org. Chem.1998, 63, 8515-8521. Thereby, 2-hydroxyethyl ureas of the formula VII.a{Y═OH} are obtained. The 2-hydroxyethylureas can be cyclized to theoxazoline compounds II according to the procedures described in Org.Lett. 1999, 1, 1705-1708 or Tetrahedron Lett. 1992, 33, 2807-2810.

Alternatively, substituted 2-chloroethyl ureas VII.a {Y=halogen} can becyclized according to the methods described in Bioorg. Med. Chem. Lett.1994, 4, 2317-2322.

In scheme 4 Hal is halogen, in particular chlorine. Chloroethyl ureasVII.a can be obtained from the corresponding diphenylethylamines offormula IV by reaction with 2-haloethylisocyanate IX, especially2-chloroethylisocyanate.

The diphenylethylamines of formula IV can for instance be prepared byaddition of appropriately substituted anion equivalents, for examples oforganometallic compounds XII, to appropriately substituted C═N bondcontaining compounds XI (cf. for example Chem. Rev. 1998, 98, 1407-1438)as outlined in scheme 5.

Starting imines XI can for example be prepared by methods familiar to anorganic chemist from the corresponding aldehydes X by reaction withamines in the presence of a dehydrating agent or from nitriles byreduction (e.g. J. Org. Chem. 1990, 55, 4199-4200) and are well known inthe art. Starting imines XI include also chiral compounds as for exampledescribed in Tetrahedron 1999, 55, 8883-8904.

A general method for the preparation of compounds similar to the aminesof formula IV starting from the corresponding carboxamides has beendescribed in U.S. Pat. No. 4,536,599.

The compounds of formula I.2 can alternatively be obtained by convertingprimary amines of formula IV into secondary amines of formula XIV forinstance by reductive amination (cf. scheme 6) followed by the additionof appropriately substituted isothiocyanates of formula XV, such as e.g. acetoxyethyl isothiocyanate, and subsequent saponification. Theisothiocyanate of the formula XV can for instance be prepared accordingto the procedures described in Coll. Czech. Chem. Comm. 1986, 51,112-117.

The thus obtained thioureas XVI can be cyclized by conventional meansthereby obtaining the azoline compound of formula I.2. Cyclization ofcompound XVI can be achieved according to the reaction outlined inscheme 2 for the preparation of compounds of formula II.

Alternatively, the isothiocyanate V (cf. scheme 2) is reacted with anappropriately substituted aminoethanol of formula XVII, therebyobtaining the thiourea XVIII, as outlined in scheme 7. The reaction ofthe aminoethanol XVII with isothiocyanate V can be performed inaccordance with the method outlined in scheme 2. The thiourea XVIII canbe converted to the compound of formula I.1 according to the methodoutlined in schemes 2 or 7.

Alternatively, compounds of the general formula I.2 can be preparedaccording to scheme 8 and according to similar procedures described inWO 2006/125748 or for analogous benzylaminothiazolines in WO 2007/020377by reacting appropriately substituted azolines XIV (cf. scheme 6) withazoline-compounds XIX.

As a rule, the compounds of the formula I can be prepared by the methodsdescribed above. If individual compounds cannot be prepared via theabove-described routes, they can be prepared by derivatization of othercompounds of formula I or by customary modifications of the synthesisroutes described. For example, in individual cases, certain compounds offormula I can advantageously be prepared from other compounds of formulaI by ester hydrolysis, amidation, esterification, ether cleavage,olefination, reduction, oxidation and the like.

The reaction mixtures are worked up in the customary manner, for exampleby mixing with water, separating the phases, and, if appropriate,purifying the crude products by chromatography, for example on aluminaor on silica gel. Some of the intermediates and end products may beobtained in the form of colourless or pale brown viscous oils which arefreed or purified from volatile components under reduced pressure and atmoderately elevated temperature. If the intermediates and end productsare obtained as solids, they may be purified by recrystallization ordigestion.

Due to their excellent activity, the compounds of formula I may be usedfor controlling animal pests.

Accordingly, the present invention also provides a method forcontrolling animal pests which method comprises treating the pests,their food supply, their habitat or their breeding ground or a plant,plant propagation materials, soil, area, material or environment inwhich the pests are growing or may grow, or the materials, plants, plantpropagation materials, soils, surfaces or spaces to be protected frompest attack or infestation with a pesticidally effective amount of acompound of the formula I or a salt thereof or a composition as definedabove.

Preferably, the method of the invention serves for protecting plantpropagation materials, in particular seeds, and the plant which growstherefrom from animal pest attack or infestation and comprises treatingthe plant propagation materials, in particular the seed, with apesticidally effective amount of a compound of the formula I or anagriculturally acceptable salt thereof as defined above or with apesticidally effective amount of an agricultural composition as definedabove and below. The method of the invention is not limited to theprotection of the “substrate” (plant, plant propagation materials suchas seed, soil material etc.) which has been treated according to theinvention, but also has a preventive effect, thus, for ex-ample,according protection to a plant which grows from a treated plantpropagation materials, the plant itself not having been treated.

In the sense of the present invention, “animal pests” are preferablyselected from arthropods and nematodes, more preferably from harmfulinsects, arachnids and nematodes, and even more preferably from insects,acarids and nematodes.

The invention further provides an agricultural composition for combatingsuch animal pests, which comprises such an amount of at least onecompound of the general formula I or at least one agriculturally usefulsalt thereof and at least one inert liquid and/or solid agronomicallyacceptable carrier that has a pesticidal action and, if desired, atleast one surfactant.

Such a composition may contain a single active compound of the formula Ior a salt thereof or a mixture of several active compounds of theformula I or their salts according to the pre-sent invention. Thecomposition according to the present invention may comprise anindividual isomer or mixtures of isomers as well as individual tautomersor mixtures of tautomers.

The compounds of the formula I and the pestidicidal compositionscomprising them are effective agents for controlling arthropod pests andnematodes. Animal pests controlled by the compounds of formula I includefor example:

insects from the order of the lepidopterans (Lepidoptera), for exampleAgrotis ypsilon, Agrotis segetum, Alabama argillacea, Anticarsiagemmatalis, Argyresthia conjugella, Autographa gamma, Bupalus piniarius,Cacoecia murinana, Capua reticulana, Cheimatobia brumata, Choristoneurafumiferana, Choristoneura occidentalis, Cirphis unipuncta, Cydiapomonella, Dendrolimus pini, Diaphania nitidalis, Diatraea grandiosella,Earias insulana, Elasmopalpus lignosellus, Eupoecilia ambiguella,Evetria bouliana, Feltia subterranea, Galleria mellonella, Grapholithafunebrana, Grapholitha molesta, Heliothis armigera, Heliothis virescens,Heliothis zea, Hellula undalis, Hibernia defoliaria, Hyphantria cunea,Hyponomeuta malinellus, Keiferia lycopersicella, Lambdina fiscellaria,Laphygma exigua, Leucoptera coffeella, Leucoptera scitella,Lithocolletis blancardella, Lobesia botrana, Loxostege sticticalis,Lymantria dispar, Lymantria monacha, Lyonetia clerkella, Malacosomaneustria, Mamestra brassicae, Orgyia pseudotsugata, Ostrinia nubilalis,Panolis flammea, Pectinophora gossypiella, Peridroma saucia, Phalerabucephala, Phthorimaea operculella, Phyllocnistis citrella, Pierisbrassicae, Plathypena scabra, Plutella xylostella, Pseudoplusiaincludens, Rhyacionia frustrana, Scrobipalpula absoluta, Sitotrogacerealella, Sparganothis pilleriana, Spodoptera frugiperda, Spodopteralittoralis, Spodoptera litura, Thaumatopoea pityocampa, Tortrixviridana, Trichoplusia ni and Zeiraphera canadensis;

beetles (Coleoptera), for example Agrilus sinuatus, Agriotes lineatus,Agriotes obscurus, Amphimallus solstitialis, Anisandrus dispar,Anthonomus grandis, Anthonomus pomorum, Atomaria linearis, Blastophaguspiniperda, Blitophaga undata, Bruchus rufimanus, Bruchus pisorum,Bruchus lentis, Byctiscus betulae, Cassida nebulosa, Cerotomatrifurcata, Ceuthorrhynchus assimilis, Ceuthorrhynchus napi, Chaetocnematibialis, Conoderus vespertinus, Crioceris asparagi, Diabroticalongicornis, Diabrotica 12-punctata, Diabrotica virgifera, Epilachnavarivestis, Epitrix hirtipennis, Eutinobothrus brasiliensis, Hylobiusabietis, Hypera brunneipennis, Hypera postica, Ips typographus, Lemabilineata, Lema melanopus, Leptinotarsa decemlineata, Limoniuscalifornicus, Lissorhoptrus oryzophilus, Melanotus communis, Meligethesaeneus, Melolontha hippocastani, Melolontha melolontha, Oulema oryzae,Ortiorrhynchus sulcatus, Otiorrhynchus ovatus, Phaedon cochleariae,Phyllotreta chrysocephala, Phyllophaga sp., Phyllopertha horticola,Phyllotreta nemorum, Phyllotreta striolata, Popillia japonica, Sitonalineatus and Sitophilus granaria;

dipterans (Diptera), for example Aedes aegypti, Aedes vexans, Anastrephaludens, Anopheles maculipennis, Ceratitis capitata, Chrysomya bezziana,Chrysomya hominivorax, Chrysomya macellaria, Contarinia sorghicola,Cordylobia anthropophaga, Culex pipiens, Dacus cucurbitae, Dacus oleae,Dasineura brassicae, Fannia canicularis, Gasterophilus intestinalis,Glossina morsitans, Haematobia irritans, Haplodiplosis equestris,Hylemyia platura, Hypoderma lineata, Liriomyza sativae, Liriomyzatrifolii, Lucilia caprina, Lucilia cuprina, Lucilia sericata, Lycoriapectoralis, Mayetiola destructor, Musca domestica, Muscina stabulans,Oestrus ovis, Oscinella frit, Pegomya hysocyami, Phorbia antiqua,Phorbia brassicae, Phorbia coarctata, Rhagoletis cerasi, Rhagoletispomonella, Tabanus bovinus, Tipula oleracea and Tipula paludosa;

thrips (Thysanoptera), e.g. Dichromothrips corbetti, Frankliniellafusca, Frankliniella occidentalis, Frankliniella tritici, Scirtothripscitri, Thrips oryzae, Thrips palmi and Thrips tabaci;

hymenopterans (Hymenoptera), e.g. Athalia rosae, Atta cephalotes, Attasexdens, Atta texana, Hoplocampa minuta, Hoplocampa testudinea,Monomorium pharaonis, Solenopsis geminata and Solenopsis invicta;

heteropterans (Heteroptera), e.g. Acrosternum hilare, Blissusleucopterus, Cyrtopeltis notatus, Dysdercus cingulatus, Dysdercusintermedius, Eurygaster integriceps, Euschistus impictiventris,Leptoglossus phyllopus, Lygus lineolaris, Lygus pratensis, Nezaraviridula, Piesma quadrata, Solubea insularis and Thyanta perditor;

homopterans (Homoptera), e.g. Acyrthosiphon onobrychis, Adelges laricis,Aphidula nasturtii, Aphis fabae, Aphis forbesi, Aphis pomi, Aphisgossypii, Aphis grossulariae, Aphis schneideri, Aphis spiraecola, Aphissambuci, Acyrthosiphon pisum, Aulacorthum solani, Bemisia argentifolii,Brachycaudus cardui, Brachycaudus helichrysi, Brachycaudus persicae,Brachycaudus prunicola, Brevicoryne brassicae, Capitophorus horni,Cerosipha gossypii, Chaetosiphon fragaefolii, Cryptomyzus ribis,Dreyfusia nordmannianae, Dreyfusia piceae, Dysaphis radicola,Dysaulacorthum pseudosolani, Dysaphis plantaginea, Dysaphis pyri,Empoasca fabae, Hyalopterus pruni, Hyperomyzus lactucae, Macrosiphumavenae, Macrosiphum euphorbiae, Macrosiphon rosae, Megoura viciae,Melanaphis pyrarius, Metopolophium dirhodum, Myzodes persicae, Myzusascalonicus, Myzus cerasi, Myzus persicae, Myzus varians, Nasonoviaribisnigri, Nilaparvata lugens, Pemphigus bursarius, Perkinsiellasaccharicida, Phorodon humuli, Psylla mali, Psylla piri, Rhopalomyzusascalonicus, Rhopalosiphum maidis, Rhopalosiphum padi, Rhopalosiphuminsertum, Sappaphis mala, Sappaphis mali, Schizaphis graminum,Schizoneura lanuginosa, Sitobion avenae, Sogatella furciferaTrialeurodes vaporariorum, Toxoptera aurantiiand, and Viteus vitifolii;

termites (Isoptera), e.g. Calotermes flavicollis, Leucotermes flavipes,Reticulitermes flavipes, Reticulitermes lucifugus and Termes natalensis;

orthopterans (Orthoptera), e.g. Acheta domestica, Blatta orientalis,Blattella germanica, Forficula auricularia, Gryllotalpa gryllotalpa,Locusta migratoria, Melanoplus bivittatus, Melanoplus femurrubrum,Melanoplus mexicanus, Melanoplus sanguinipes, Melanoplus spretus,Nomadacris septemfasciata, Periplaneta americana, Schistocercaamericana, Schistocerca peregrina, Stauronotus maroccanus and Tachycinesasynamorus;

Arachnoidea, such as arachnids (Acarina), e.g. of the familiesArgasidae, Ixodidae and Sarcoptidae, such as Amblyomma americanum,Amblyomma variegatum, Argas persicus, Boophilus annulatus, Boophilusdecoloratus, Boophilus microplus, Dermacentor silvarum, Hyalommatruncatum, Ixodes ricinus, Ixodes rubicundus, Ornithodorus moubata,Otobius megnini, Dermanyssus gallinae, Psoroptes ovis, Rhipicephalusappendiculatus, Rhipicephalus evertsi, Sarcoptes scabiei, andEriophyidae spp. such as Aculus schlechtendali, Phyllocoptrata oleivoraand Eriophyes sheldoni; Tarsonemidae spp. such as Phytonemus pallidusand Polyphagotarsonemus latus; Tenuipalpidae spp. such as Brevipalpusphoenicis; Tetranychidae spp. such as Tetranychus cinnabarinus,Tetranychus kanzawai, Tetranychus pacificus, Tetranychus telarius andTetranychus urticae, Panonychus ulmi, Panonychus citri, and oligonychuspratensis;

Siphonatera, e.g. Xenopsylla cheopsis, Ceratophyllus spp.;

The compositions and compounds of formula I are useful for the controlof nematodes, especially plant parasitic nematodes such as root knotnematodes, Meloidogyne hapla, Meloidogyne incognita, Meloidogynejavanica, and other Meloidogyne species;

cyst-forming nematodes, Globodera rostochiensis and other Globoderaspecies; Heterodera avenae, Heterodera glycines, Heterodera schachtii,Heterodera trifolii, and other Heterodera species; Seed gall nematodes,Anguina species; Stem and foliar nematodes, Aphelenchoides species;Sting nematodes, Belonolaimus longicaudatus and other Belonolaimusspecies; Pine nematodes, Bursaphelenchus xylophilus and otherBursaphelenchus species; Ring nematodes, Criconema species, Criconemellaspecies, Criconemoides species, Mesocriconema species; Stem and bulbnematodes, Ditylenchus destructor, Ditylenchus dipsaci and otherDitylenchus species; Awl nematodes, Dolichodorus species; Spiralnematodes, Heliocotylenchus multicinctus and other Helicotylenchusspecies; Sheath and sheathoid nematodes, Hemicycliophora species andHemicriconemoides species; Hirshmanniella species; Lance nematodes,Hoploaimus species; false rootknot nematodes, Nacobbus species; Needlenematodes, Longidorus elongatus and other Longidorus species; Pinnematodes, Paratylenchus species; Lesion nematodes, Pratylenchusneglectus, Pratylenchus penetrans, Pratylenchus curvitatus, Pratylenchusgoodeyi and other Pratylenchus species; Burrowing nematodes, Radopholussimilis and other Radopholus species; Reniform nematodes, Rotylenchusrobustus and other Rotylenchus species; Scutellonema species; Stubbyroot nematodes, Trichodorus primitivus and other Trichodorus species,Paratrichodorus species; Stunt nematodes, Tylenchorhynchus claytoni,Tylenchorhynchus dubius and other Tylenchorhynchus species; Citrusnematodes, Tylenchulus species; Dagger nematodes, Xiphinema species; andother plant parasitic nematode species.

In a preferred embodiment of the invention the compounds of formula Iare used for controlling insects or arachnids, in particular insects ofthe orders Lepidoptera, Coleoptera, Thysanoptera and Homoptera andarachnids of the order Acarina. The compounds of the formula I accordingto the present invention are particularly useful for controlling insectsof the order Thysanoptera and Homoptera.

The compounds of formula I or the pesticidal compositions comprisingthem may be used to protect growing plants and crops from attack orinfestation by animal pests, especially insects, acaridae or arachnidsby contacting the plant/crop with a pesticidally effective amount ofcompounds of formula I. The term “crop” refers both to growing andharvested crops.

The compounds of formula I can be converted into the customaryformulations, for example solutions, emulsions, suspensions, dusts,powders, pastes and granules. The use form depends on the particularintended purpose; in each case, it should ensure a fine and evendistribution of the compound according to the invention.

The formulations are prepared in a known manner (see e.g. for reviewU.S. Pat. No. 3,060,084, EP-A 707 445 (for liquid concentrates),Browning, “Agglomeration”, Chemical Engineering, Dec. 4, 1967, 147-48,Perry's Chemical Engineer's Handbook, 4th Ed., McGraw-Hill, New York,1963, pages 8-57 and et seq. WO 91/13546, U.S. Pat. No. 4,172,714, U.S.Pat. No. 4,144,050, U.S. Pat. No. 3,920,442, U.S. Pat. No. 5,180,587,U.S. Pat. No. 5,232,701, U.S. Pat. No. 5,208,030, GB 2,095,558, U.S.Pat. No. 3,299,566, Klingman, Weed Control as a Science, John Wiley andSons, Inc., New York, 1961, Hance et al., Weed Control Handbook, 8thEd., Blackwell Scientific Publications, Oxford, 1989 and Mollet, H.,Grubemann, A., Formulation technology, Wiley VCH Verlag GmbH, Weinheim(Germany), 2001, 2. D. A. Knowles, Chemistry and Technology ofAgrochemical Formulations, Kluwer Academic Publishers, Dordrecht, 1998(ISBN 0-7514-0443-8), for example by extending the active compound withauxiliaries suitable for the formulation of agrochemicals, such assolvents and/or carriers, if desired emulsifiers, surfactants anddispersants, preservatives, anti-foaming agents, anti-freezing agents,for seed treatment formulation also optionally colorants and/or bindersand/or gelling agents.

Examples of suitable solvents are water, aromatic solvents (for exampleSolvesso products, xylene), paraffins (for example mineral oilfractions), alcohols (for example methanol, butanol, pentanol, benzylalcohol), ketones (for example cyclohexanone, gamma-butyrolactone),pyrrolidones (N-methyl-pyrrolidone [NMP], N-octyl-pyrrolidone [NOP]),acetates (glycol diacetate), glycols, fatty acid dimethylamides, fattyacids and fatty acid esters. In principle, solvent mixtures may also beused.

Suitable emulsifiers are non-ionic and anionic emulsifiers (for examplepolyoxyethylene fatty alcohol ethers, alkylsulfonates andarylsulfonates).

Examples of dispersants are lignin-sulfite waste liquors andmethylcellulose.

Suitable surfactants used are alkali metal, alkaline earth metal andammonium salts of lignosulfonic acid, naphthalenesulfonic acid,phenolsulfonic acid, dibutylnaphthalenesulfonic acid,alkylarylsulfonates, alkyl sulfates, alkylsulfonates, fatty alcoholsulfates, fatty acids and sulfated fatty alcohol glycol ethers,furthermore condensates of sul-fonated naphthalene and naphthalenederivatives with formaldehyde, condensates of naphthalene or ofnaphthalenesulfonic acid with phenol and formaldehyde, polyoxyethyleneoctylphenol ether, ethoxylated isooctylphenol, octylphenol, nonylphenol,alkylphenol polyglycol ethers, tributylphenyl polyglycol ether,tristearylphenyl polyglycol ether, alkylaryl polyether alcohols, alcoholand fatty alcohol ethylene oxide conden-sates, ethoxylated castor oil,polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, laurylalcohol polyglycol ether acetal, sorbitol esters, lignosulfite wasteliquors and methylcellulose.

Substances which are suitable for the preparation of directly sprayablesolutions, emulsions, pastes or oil dispersions are mineral oilfractions of medium to high boiling point, such as kerosene or dieseloil, furthermore coal tar oils and oils of vegetable or animal origin,aliphatic, cyclic and aromatic hydrocarbons, for example toluene,xylene, paraffin, tetrahydronaphthalene, alkylated naphthalenes or theirderivatives, methanol, ethanol, propanol, butanol, cyclohexanol,cyclohexanone, isophorone, highly polar solvents, for example dimethylsulfoxide, N-methylpyrrolidone or water.

Also anti-freezing agents such as glycerin, ethylene glycol, propyleneglycol and bactericides such as can be added to the formulation.

Suitable antifoaming agents are for example antifoaming agents based onsilicon or magnesium stearate.

A suitable preservative is e.g. dichlorophen.

Seed treatment formulations may additionally comprise binders andoptionally colorants.

Binders can be added to improve the adhesion of the active materials onthe seeds after treatment. Suitable binders are block copolymers EO/POsurfactants but also polyvinylalcoholsl, polyvinylpyrrolidones,polyacrylates, polymethacrylates, polybutenes, polyisobutylenes,polystyrene, polyethyleneamines, polyethyleneamides, polyethyleneimines(Lupasol®, Polymin®), polyethers, polyurethans, polyvinylacetate, tyloseand copolymers derived from these polymers.

Optionally, also colorants can be included in the formulation. Suitablecolorants or dyes for seed treatment formulations are Rhodamin B, C.I.Pigment Red 112, C.I. Solvent Red 1, pigment blue 15:4, pigment blue15:3, pigment blue 15:2, pigment blue 15:1, pigment blue 80, pigmentyellow 1, pigment yellow 13, pigment red 112, pigment red 48:2, pigmentred 48:1, pigment red 57:1, pigment red 53:1, pigment orange 43, pigmentorange 34, pigment orange 5, pigment green 36, pigment green 7, pigmentwhite 6, pigment brown 25, basic violet 10, basic violet 49, acid red51, acid red 52, acid red 14, acid blue 9, acid yellow 23, basic red 10,basic red 108.

Examples of a gelling agent is carrageen (Satiagel®).

Powders, materials for spreading and dustable products can be preparedby mixing or concomitantly grinding the active substances with a solidcarrier.

Granules, for example coated granules, impregnated granules andhomogeneous granules, can be prepared by binding the active compounds tosolid carriers.

Examples of solid carriers are mineral earths such as silica gels,silicates, talc, kaolin, attaclay, limestone, lime, chalk, bole, loess,clay, dolomite, diatomaceous earth, calcium sulfate, magnesium sulfate,magnesium oxide, ground synthetic materials, fertilizers, such as, forexample, ammonium sulfate, ammonium phosphate, ammonium nitrate, ureas,and products of vegetable origin, such as cereal meal, tree bark meal,wood meal and nutshell meal, cellulose powders and other solid carriers.

In general, the formulations comprise from 0.01 to 95% by weight,preferably from 0.1 to 90% by weight, of the active compound(s). In thiscase, the active compound(s) are employed in a purity of from 90% to100% by weight, preferably 95% to 100% by weight (according to NMRspectrum).

For seed treatment purposes, respective formulations can be diluted 2-10fold leading to concentrations in the ready to use preparations of 0.01to 60% by weight active compound by weight, preferably 0.1 to 40% byweight.

The compounds of formula I can be used as such, in the form of theirformulations or the use forms prepared therefrom, for example in theform of directly sprayable solutions, powders, suspensions ordispersions, emulsions, oil dispersions, pastes, dustable products,materials for spreading, or granules, by means of spraying, atomizing,dusting, spreading or pouring. The use forms depend entirely on theintended pur-poses; they are intended to ensure in each case the finestpossible distribution of the active compound(s) according to theinvention.

Aqueous use forms can be prepared from emulsion concentrates, pastes orwettable powders (sprayable powders, oil dispersions) by adding water.To prepare emulsions, pastes or oil dispersions, the substances, as suchor dissolved in an oil or solvent, can be homogenized in water by meansof a wetter, tackifier, dispersant or emulsifier. However, it is alsopossible to prepare concentrates composed of active substance, wetter,tackifier, dispersant or emulsifier and, if appropriate, solvent or oil,and such concentrates are suitable for dilution with water.

The active compound concentrations in the ready-to-use preparations canbe varied within relatively wide ranges. In general, they are from0.0001 to 10%, preferably from 0.01 to 1% per weight.

The active compound(s) may also be used successfully in theultra-low-volume process (ULV), it being possible to apply formulationscomprising over 95% by weight of active compound, or even to apply theactive compound without additives.

The following are examples of formulations:

1. Products for dilution with water for foliar applications. For seedtreatment purposes, such products may be applied to the seed diluted orundiluted.

A) Water-Soluble Concentrates (SL, LS)

10 parts by weight of the active compound(s) are dissolved in 90 partsby weight of water or a water-soluble solvent. As an alternative,wetters or other auxiliaries are added. The active compound(s) dissolvesupon dilution with water, whereby a formulation with 10% (w/w) of activecompound(s) is obtained.

B) Dispersible Concentrates (DC)

20 parts by weight of the active compound(s) are dissolved in 70 partsby weight of cyclohexanone with addition of 10 parts by weight of adispersant, for example polyvinylpyrrolidone. Dilution with water givesa dispersion, whereby a formulation with 20% (w/w) of active compound(s)is obtained.

C) Emulsifiable Concentrates (EC)

15 parts by weight of the active compound(s) are dissolved in 7 parts byweight of xylene with addition of calcium dodecylbenzenesulfonate andcastor oil ethoxylate (in each case 5 parts by weight). Dilution withwater gives an emulsion, whereby a formulation with 15% (w/w) of activecompound(s) is obtained.

D) Emulsions (EW, EO, ES)

25 parts by weight of the active compound(s) are dissolved in 35 partsby weight of xylene with addition of calcium dodecylbenzenesulfonate andcastor oil ethoxylate (in each case 5 parts by weight). This mixture isintroduced into 30 parts by weight of water by means of an emulsifiermachine (e.g. Ultraturrax) and made into a homogeneous emulsion.Dilution with water gives an emulsion, whereby a formulation with 25%(w/w) of active compound(s) is obtained.

E) Suspensions (SC, OD, FS)

In an agitated ball mill, 20 parts by weight of the active compound(s)are comminuted with addition of 10 parts by weight of dispersants,wetters and 70 parts by weight of water or of an organic solvent to givea fine active compound(s) suspension. Dilution with water gives a stablesuspension of the active compound(s), whereby a formulation with 20%(w/w) of active compound(s) is obtained.

F) Water-Dispersible Granules and Water-Soluble Granules (WG, SG)

50 parts by weight of the active compound(s) are ground finely withaddition of 50 parts by weight of dispersants and wetters and made aswater-dispersible or water-soluble granules by means of technicalappliances (for example extrusion, spray tower, fluidized bed). Dilutionwith water gives a stable dispersion or solution of the activecompound(s), whereby a formulation with 50% (w/w) of active compound(s)is obtained.

G) Water-Dispersible Powders and Water-Soluble Powders (WP, SP, SS, WS)

75 parts by weight of the active compound(s) are ground in arotor-stator mill with addition of 25 parts by weight of dispersants,wetters and silica gel. Dilution with water gives a stable dispersion orsolution of the active compound(s), whereby a formulation with 75% (w/w)of active compound(s) is obtained.

H) Gel-Formulation (GF)

In an agitated ball mill, 20 parts by weight of the active compound(s)are comminuted with addition of 10 parts by weight of dispersants, 1part by weight of a gelling agent wetters and 70 parts by weight ofwater or of an organic solvent to give a fine active compound(s)suspension. Dilution with water gives a stable suspension of the activecompound(s), whereby a formulation with 20% (w/w) of active compound(s)is obtained.

2. Products to be applied undiluted for foliar applications. For seedtreatment purposes, such products may be applied to the seed diluted orundiluted.

I) Dustable Powders (DP, DS)

5 parts by weight of the active compound(s) are ground finely and mixedintimately with 95 parts by weight of finely divided kaolin. This givesa dustable product having 5% (w/w) of active compound(s)

J) Granules (GR, FG, GG, MG)

0.5 parts by weight of the active compound(s) is ground finely andassociated with 95.5 parts by weight of carriers, whereby a formulationwith 0.5% (w/w) of active compound(s) is obtained. Current methods areextrusion, spray-drying or the fluidized bed. This gives granules to beapplied undiluted for foliar use.

K) ULV Solutions (UL)

10 parts by weight of the active compound(s) are dissolved in 90 partsby weight of an organic solvent, for example xylene. This gives aproduct having 10% (w/w) of active compound(s), which is appliedundiluted for foliar use.

The compounds of formula I are also suitable for the treatment of plantpropagation materials such as seeds. Conventional seed treatmentformulations include for example flowable concentrates FS, solutions LS,powders for dry treatment DS, water dispersible powders for slurrytreatment WS, water soluble powders SS and emulsion ES and EC and gelformulation GF. These formulations can be applied to the seed diluted orundiluted. Application to the seeds is carried out before sowing, eitherdirectly on the seeds or after having preger-minated the latter

In a preferred embodiment a FS formulation is used for seed treatment.Typically, a FS formulation may comprise 1-800 g/l of active ingredient,1-200 g/l Surfactant, 0 to 200 g/l antifreezing agent, 0 to 400 g/l ofbinder, 0 to 200 g/l of a pigment and up to 1 liter of a solvent,preferably water.

Other preferred FS formulations of compounds of formula I for seedtreatment comprise from 0.5 to 80 wt % of the active ingredient, from0,05 to 5 wt % of a wetter, from 0.5 to 15 wt % of a dispersing agent,from 0.1 to 5 wt % of a thickener, from 5 to 20 wt % of an anti-freezeagent, from 0.1 to 2 wt % of an anti-foam agent, from 1 to 20 wt % of apigment and/or a dye, from 0 to 15 wt % of a sticker/adhesion agent,from 0 to 75 wt % of a filler/vehicle, and from 0.01 to 1 wt % of apreservative.

Various types of oils, wetters, adjuvants, herbicides, fungicides, otherpesticides, or bactericides may be added to the active ingredients, ifappropriate just immediately prior to use (tank mix). These agentsusually are admixed with the agents according to the invention in aweight ratio of 1:10 to 10:1.

The compounds of formula I are effective through both contact (via soil,glass, wall, bed net, carpet, plant parts or animal parts), andingestion (bait, or plant part).

For use against ants, termites, wasps, flies, mosquitos, crickets, orcockroaches, compounds of formula I are preferably used in a baitcomposition.

The bait can be a liquid, a solid or a semisolid preparation (e.g. agel). Solid baits can be formed into various shapes and forms suitableto the respective application e.g. granules, blocks, sticks, disks.Liquid baits can be filled into various devices to ensure properapplication, e.g. open containers, spray devices, droplet sources, orevaporation sources. Gels can be based on aqueous or oily matrices andcan be formulated to particular necessities in terms of stickiness,moisture retention or aging characteristics.

The bait employed in the composition is a product, which is sufficientlyattractive to incite insects such as ants, termites, wasps, flies,mosquitos, crickets etc. or cockroaches to eat it. The attractivenesscan be manipulated by using feeding stimulants or sex pheromones. Foodstimulants are chosen, for example, but not exclusively, from animaland/or plant proteins (meat-, fish- or blood meal, insect parts, eggyolk), from fats and oils of animal and/or plant origin, or mono-,oligo- or polyorganosaccharides, especially from sucrose, lactose,fructose, dextrose, glucose, starch, pectin or even molasses or honey.Fresh or decaying parts of fruits, crops, plants, animals, insects orspecific parts thereof can also serve as a feeding stimulant. Sexpheromones are known to be more insect specific. Specific pheromones aredescribed in the literature and are known to those skilled in the art.

Formulations of compounds of formula I as aerosols (e.g in spray cans),oil sprays or pump sprays are highly suitable for the non-professionaluser for controlling pests such as flies, fleas, ticks, mosquitos orcockroaches. Aerosol recipes are preferably composed of the activecompound, solvents such as lower alcohols (e.g. methanol, ethanol,propanol, butanol), ketones (e.g. acetone, methyl ethyl ketone),paraffin hydrocarbons (e.g. kerosenes) having boiling ranges ofapproximately 50 to 250° C., dimethyl-formamide, N methylpyrrolidone,dimethyl sulphoxide, aromatic hydrocarbons such as toluene, xylene,water, furthermore auxiliaries such as emulsifiers such as sorbitolmonooleate, oleyl ethoxylate having 3-7 mol of ethylene oxide, fattyalcohol ethoxylate, perfume oils such as ethereal oils, esters of mediumfatty acids with lower alcohols, aromatic carbonyl compounds, ifappropriate stabilizers such as sodium benzoate, amphoteric surfactants,lower epoxides, triethyl orthoformate and, if required, propellants suchas propane, butane, nitrogen, compressed air, dimethyl ether, carbondioxide, nitrous oxide, or mixtures of these gases.

The oil spray formulations differ from the aerosol recipes in that nopropellants are used.

The compounds of formula I and their respective compositions can also beused in mosquito and fumigating coils, smoke cartridges, vaporizerplates or long-term vaporizers and also in moth papers, moth pads orother heat-independent vaporizer systems.

Methods to control infectious diseases transmitted by insects (e.g.malaria, dengue and yellow fever, lymphatic filariasis, andleishmaniasis) with compounds of formula I and their respectivecompositions also comprise treating surfaces of huts and houses, airspraying and impregnation of curtains, tents, clothing items, bed nets,tsetse-fly trap or the like. Insecticidal compositions for applicationto fibers, fabric, knitgoods, nonwovens, netting material or foils andtarpaulins preferably comprise a mixture including the insecticide,optionally a repellent and at least one binder. Suitable repellents forexam-ple are N,N-diethylmetatoluamide (DEET), N,N-diethylphenylacetamide(DEPA), 1-(3-cyclohexan-1-yl-carbonyl)-2-methylpiperine,(2-hydroxymethylcyclohexyl) acetic acid lactone, 2-ethyl-1,3-hexandiol,indalone, Methylneodecanamide (MNDA), a pyrethroid not used for insectcontrol such as{(+/−)-3-allyl-2-methyl-4-oxocyclopent-2-(+)-enyl-(+)-trans-chrysantemate(Esbiothrin), a repellent derived from or identical with plant ex-tractslike limonene, eugenol, (+)-Eucamalol (1), (−)-1-epi-eucamalol or crudeplant ex-tracts from plants like Eucalyptus maculata, Vitexrotundifolia, Cymbopogan martinii, Cymbopogan citratus (lemon grass),Cymopogan nartdus (citronella). Suitable binders are selected forexample from polymers and copolymers of vinyl esters of aliphatic ac-ids(such as such as vinyl acetate and vinyl versatate), acrylic andmethacrylic esters of alcohols, such as butyl acrylate,2-ethylhexylacrylate, and methyl acrylate, mono- and diethylenicallyunsaturated hydrocarbons, such as styrene, and aliphatic diens, such asbutadiene.

The impregnation of curtains and bednets is done in general by dippingthe textile material into emulsions or dispersions of the compound ofthe formula I or spraying them onto the nets.

Methods which can be employed for treating the seed are, in principle,all suitable seed treatment and especially seed dressing techniquesknown in the art, such as seed coating (e.g. seed pelleting), seeddusting and seed imbibition (e.g. seed soaking). Here, “seed treatment”refers to all methods that bring seeds and the compounds of formula Iinto contact with each other, and “seed dressing” to methods of seedtreatment which provide the seeds with an amount of the compounds offormula I, i.e. which generate a seed comprising the compound of formulaI. In principle, the treatment can be applied to the seed at any timefrom the harvest of the seed to the sowing of the seed. The seed can betreated immediately before, or during, the planting of the seed, forexample using the “planter's box” method. However, the treatment mayalso be carried out several weeks or months, for example up to 12months, before planting the seed, for example in the form of a seeddressing treatment, without a substantially reduced efficacy beingobserved.

Expediently, the treatment is applied to unsown seed. As used herein,the term “unsown seed” is meant to include seed at any period from theharvest of the seed to the sowing of the seed in the ground for thepurpose of germination and growth of the plant.

Specifically, a procedure is followed in the treatment in which the seedis mixed, in a suitable device, for example a mixing device for solid orsolid/liquid mixing partners, with the desired amount of seed treatmentformulations, either as such or after previous dilution with water,until the composition is distributed uniformly on the seed. Ifappropriate, this is followed by a drying step.

The compounds of formula I or the enantiomers or veterinarily acceptablesalts thereof are in particular also suitable for being used forcombating parasites in and on animals.

A further object of the present invention is thus to provide new methodsfor controlling parasites in and on animals. Another object of theinvention is to provide safer pesticides for animals. Another object ofthe invention is further to provide pesticides for animals that may beused in lower doses than existing pesticides. And another object of theinvention is to provide pesticides for animals, which provide a longresidual control of the parasites.

The invention also relates to compositions containing a parasiticidallyeffective amount of compounds of formula I or the enantiomers,diastereomers or veterinarily acceptable salts thereof and an acceptablecarrier, for combating parasites in and on animals.

The present invention also provides a method for treating, controlling,preventing and protecting animals against infestation and infection byparasites, which comprises orally, topically or parenterallyadministering or applying to the animals a parasiticidally effectiveamount of a compound of formula I or the enantiomers, diastereomers orveterinarily acceptable salts thereof or a composition comprising it.

The invention also provides a process for the preparation of acomposition for treating, controlling, preventing or protecting animalsagainst infestation or infection by parasites which comprises aparasiticidally effective amount of a compound of formula I or theenantiomers, diastereomers or veterinarily acceptable salts thereof or acomposition comprising it.

Activity of compounds against agricultural pests does not suggest theirsuitability for control of endo- and ectoparasites in and on animalswhich requires, for example, low, non-emetic dosages in the case of oralapplication, metabolic compatibility with the animal, low toxicity, anda safe handling.

Surprisingly, it has now been found that compounds of formula I aresuitable for combating endo- and ectoparasites in and on animals.

Compounds of formula I or the enantiomers, diastereomers or veterinarilyacceptable salts thereof and compositions comprising them are preferablyused for controlling and preventing infestations and infections animalsincluding warm-blooded animals (including humans) and fish. They are forexample suitable for controlling and preventing infestations andinfections in mammals such as cattle, sheep, swine, camels, deer,horses, pigs, poultry, rabbits, goats, dogs and cats, water buffalo,donkeys, fallow deer and reindeer, and also in fur-bearing animals suchas mink, chinchilla and raccoon, birds such as hens, geese, turkeys andducks and fish such as fresh- and salt-water fish such as trout, carpand eels.

Compounds of formula I or the enantiomers, diastereomers or veterinarilyacceptable salts thereof and compositions comprising them are preferablyused for controlling and preventing infestations and infections indomestic animals, such as dogs or cats.

Infestations in warm-blooded animals and fish include, but are notlimited to, lice, biting lice, ticks, nasal bots, keds, biting flies,muscoid flies, flies, myiasitic fly larvae, chiggers, gnats, mosquitoesand fleas.

The compounds of formula I or the enantiomers, diastereomers orveterinarily acceptable salts thereof and compositions comprising themare suitable for systemic and/or non-systemic control of ecto- and/orendoparasites. They are active against all or some stages ofdevelopment.

The compounds of formula I, the enantiomers, diastereomers orveterinarily acceptable salts thereof are especially useful forcombating ectoparasites.

The compounds of formula I, the enantiomers, diastereomers orveterinarily acceptable salts thereof are especially useful forcombating parasites of the following orders and species, respectively:

fleas (Siphonaptera), e.g. Ctenocephalides felis, Ctenocephalides canis,Xenopsylla cheopis, Pulex irritans, Tunga penetrans, and Nosopsyllusfasciatus,

cockroaches (Blattaria—Blattodea), e.g. Blattella germanica, Blattellaasahinae, Periplaneta americana, Periplaneta japonica, Periplanetabrunnea, Periplaneta fuligginosa, Periplaneta australasiae, and Blattaorientalis,

flies, mosquitoes (Diptera), e.g. Aedes aegypti, Aedes albopictus, Aedesvexans, Anastrepha ludens, Anopheles maculipennis, Anopheles crucians,Anopheles albimanus, Anopheles gambiae, Anopheles freeborni, Anophelesleucosphyrus, Anopheles minimus, Anopheles quadrimaculatus, Calliphoravicina, Chrysomya bezziana, Chrysomya hominivorax, Chrysomya macellaria,Chrysops discalis, Chrysops silacea, Chrysops atlanticus, Cochliomyiahominivorax, Cordylobia anthropophaga, Culicoides furens, Culex pipiens,Culex nigripalpus, Culex quinquefasciatus, Culex tarsalis, Culisetainor-nata, Culiseta melanura, Dermatobia hominis, Fannia canicularis,Gasterophilus intes-tinalis, Glossina morsitans, Glossina palpalis,Glossina fuscipes, Glossina tachinoides, Haematobia irritans,Haplodiplosis equestris, Hippelates spp., Hypoderma lineata, Leptoconopstorrens, Lucilia caprina, Lucilia cuprina, Lucilia sericata, Lycoriapectoralis, Mansonia spp., Musca domestica, Muscina stabulans, Oestrusovis, Phlebotomus argentipes, Psorophora columbiae, Psorophora discolor,Prosimulium mixtum, Sarcophaga haemorrhoidalis, Sarcophaga sp., Simuliumvittatum, Stomoxys calcitrans, Tabanus bovinus, Tabanus atratus, Tabanuslineola, and Tabanus similis,

lice (Phthiraptera), e.g. Pediculus humanus capitis, Pediculus humanuscorporis, Pthirus pubis, Haematopinus eurysternus, Haematopinus suis,Linognathus vituli, Bovicola bovis, Menopon gallinae, Menacanthusstramineus and Solenopotes capillatus.

ticks and parasitic mites (Parasitiformes): ticks (Ixodida), e.g. Ixodesscapularis, Ixodes holocyclus, Ixodes pacificus, Rhiphicephalussanguineus, Dermacentor andersoni, Dermacentor variabilis, Amblyommaamericanum, Ambryomma maculatum, Ornithodorus hermsi, Ornithodorusturicata and parasitic mites (Mesostigmata), e.g. Ornithonyssus bacotiand Dermanyssus gallinae,

Actinedida (Prostigmata) and Acaridida (Astigmata) e.g. Acarapis spp.,Cheyletiella spp., Ornithocheyletia spp., Myobia spp., Psorergates spp.,Demodex spp., Trombicula spp., Listrophorus spp., Acarus spp.,Tyrophagus spp., Caloglyphus spp., Hypodectes spp., Pterolichus spp.,Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp.,Notoedres spp., Knemidocoptes spp., Cytodites spp., and Laminosioptesspp,

bugs (Heteropterida): Cimex lectularius, Cimex hemipterus, Reduviussenilis, Triatoma spp., Rhodnius ssp., Panstrongylus ssp. and Ariluscritatus,

Anoplurida, e.g. Haematopinus spp., Linognathus spp., Pediculus spp.,Phtirus spp., and Solenopotes spp,

Mallophagida (suborders Arnblycerina and Ischnocerina), e.g. Trimenoponspp., Menopon spp., Trinoton spp., Bovicola spp., Werneckiella spp.,Lepikentron spp., Trichodectes spp., and Felicola spp,

Roundworms Nematoda:

Wipeworms and Trichinosis (Trichosyringida), e.g. Trichinellidae(Trichinella spp.), (Trichuridae) Trichuris spp., Capillaria spp,

Rhabditida, e.g. Rhabditis spp, Strongyloides spp., Helicephalobus spp,

Strongylida, e.g. Strongylus spp., Ancylostoma spp., Necator americanus,Bunostomum spp. (Hookworm), Trichostrongylus spp., Haemonchuscontortus., Ostertagia spp., Cooperia spp., Nematodirus spp.,Dictyocaulus spp., Cyathostoma spp., Oesophagostomum spp., Stephanurusdentatus, Ollulanus spp., Chabertia spp., Stephanurus dentatus, Syngamustrachea, Ancylostoma spp., Uncinaria spp., Globocephalus spp., Necatorspp., Metastrongylus spp., Muellerius capillaris, Protostrongylus spp.,Angiostrongylus spp., Parelaphostrongylus spp. Aleurostrongylusabstrusus, and Dioctophyma renale,

Intestinal roundworms (Ascaridida), e.g. Ascaris lumbricoides, Ascarissuum, Ascaridia galli, Parascaris equorum, Enterobius vermicularis(Threadworm), Toxocara canis, Toxascaris leonine, Skrjabinema spp., andOxyuris equi,

Camallanida, e.g. Dracunculus medinensis (guinea worm)

Spirurida, e.g. Thelazia spp. Wuchereria spp., Brugia spp., Onchocercaspp., Dirofilari spp.a, Dipetalonema spp., Setaria spp., Elaeophoraspp., Spirocerca lupi, and Habronema spp.,

Thorny headed worms (Acanthocephala), e.g. Acanthocephalus spp.,Macracanthorhynchus hirudinaceus and Oncicola spp,

Planarians (Plathelminthes):

Flukes (Trematoda), e.g. Faciola spp., Fascioloides magna, Paragonimusspp., Dicrocoelium spp., Fasciolopsis buski, Clonorchis sinensis,Schistosoma spp., Trichobilhar-zia spp., Alaria alata, Paragonimus spp.,and Nanocyetes spp,

Cercomeromorpha, in particular Cestoda (Tapeworms), e.g.Diphyllobothrium spp., Tenia spp., Echinococcus spp., Dipylidiumcaninum, Multiceps spp., Hymenolepis spp., Mesocestoides spp.,Vampirolepis spp., Moniezia spp., Anoplocephala spp., Sirometra spp.,Anoplocephala spp., and Hymenolepis spp.

The compounds of formula I and compositions containing them areparticularly useful for the control of pests from the orders Diptera,Siphonaptera and Ixodida.

Moreover, the use of the formula I and compositions containing them forcombating mosquitoes is especially preferred.

The use of the compounds of formula I, the enantiomers, diastereomers orveterinarily acceptable salts thereof and compositions containing themfor combat-ing flies is a further preferred embodiment of the presentinvention.

Furthermore, the use of the compounds of formula I, the enantiomers,diastereomers or veterinarily acceptable salts thereof and compositionscontaining them for combating fleas is especially preferred.

The use of the compounds of formula formula I, the enantiomers,diastereomers or veterinarily acceptable salts thereof and compositionscontaining them for combating ticks is a further preferred embodiment ofthe present invention.

The compounds of the compounds of formula I, the enantiomers,diastereomers or veterinarily acceptable salts thereof also areespecially useful for combating endoparasites (roundworms nematoda,thorny headed worms and planarians).

Administration can be carried out both prophylactically andtherapeutically.

Administration of the active compounds is carried out directly or in theform of suitable preparations, orally, topically/dermally orparenterally.

For oral administration to warm-blooded animals, the compounds offormula I, the enantiomers, diastereomers or veterinarily acceptablesalts thereof may be formulated as animal feeds, animal feed premixes,animal feed concentrates, pills, solutions, pastes, suspensions,drenches, gels, tablets, boluses and capsules. In addi-tion, the formulaI compounds may be administered to the animals in their drinking water.For oral administration, the dosage form chosen should provide theanimal with 0.01 mg/kg to 100 mg/kg of animal body weight per day of theformula I compound (and likewise the enantiomers, diastereomers orveterinarily acceptable salts thereof), preferably with 0.5 mg/kg to 100mg/kg of animal body weight per day.

Alternatively, the compounds of formula I, the enantiomers,diastereomers or veterinarily acceptable salts thereof may beadministered to animals parenterally, for example, by intraruminal,intramuscular, intravenous or subcutaneous injection. The compounds offormula I, the enantiomers, diastereomers or veterinarily acceptablesalts thereof may be dispersed or dissolved in a physiologicallyacceptable carrier for subcutaneous injection. Alternatively, thecompounds of formula I, the enantiomers, diastereomers or veterinarilyacceptable salts thereof may be formulated into an implant forsubcutaneous administration. In addition the compound of formula I, theenantiomers, diastereomers or veterinarily acceptable salts thereof maybe transdermally administered to animals. For parenteral administration,the dosage form chosen should provide the animal with 0.01 mg/kg to 100mg/kg of animal body weight per day of the compound of formula I (or theenantiomers, diastereomers or veterinarily acceptable salts thereof).

The compounds of formula I (and likewise the enantiomers, diastereomersor veterinarily acceptable salts thereof) may also be applied topicallyto the animals in the form of dips, dusts, powders, collars, medallions,sprays, shampoos, spot-on and pour- on formulations and in ointments oroil-in-water or water-in-oil emulsions. For topical application, dipsand sprays usually contain 0.5 ppm to 5,000 ppm and preferably 1 ppm to3,000 ppm of the compound of formula I. In addition, the compounds offormula I, the enantiomers, diastereomers or veterinarily acceptablesalts thereof may be formulated as ear tags for animals, particularlyquadrupeds such as cattle and sheep.

Suitable preparations are:

Solutions such as oral solutions, concentrates for oral administrationafter dilution, solutions for use on the skin or in body cavities,pouring-on formulations, gels;

Emulsions and suspensions for oral or dermal administration; semi-solidpreparations;

Formulations in which the active compound is processed in an ointmentbase or in an oil-in-water or water-in-oil emulsion base;

Solid preparations such as powders, premixes or concentrates, granules,pellets, tablets, boluses, capsules; aerosols and inhalants, and activecompound-containing shaped articles.

Compositions suitable for injection are prepared by dissolving theactive ingredient in a suitable solvent and optionally adding furtheringredients such as acids, bases, buffer salts, preservatives, andsolubilizers. The solutions are filtered and filled sterile.

Suitable solvents are physiologically tolerable solvents such as water,alkanols such as ethanol, butanol, benzyl alcohol, glycerol, propyleneglycol, polyethylene glycols, N-methylpyrrolidone, 2-pyrrolidone, andmixtures thereof.

The active compounds can optionally be dissolved in physiologicallytolerable vegetable or synthetic oils which are suitable for injection.

Suitable solubilizers are solvents which promote the dissolution of theactive compound in the main solvent or prevent its precipitation.Examples are polyvinylpyrrolidone, polyvinyl alcohol, polyoxyethylatedcastor oil, and polyoxyethylated sorbitan ester.

Suitable preservatives are benzyl alcohol, trichlorobutanol,p-hydroxybenzoic acid esters, and n-butanol.

Oral solutions are administered directly. Concentrates are administeredorally after prior dilution to the use concentration. Oral solutions andconcentrates are prepared according to the state of the art and asdescribed above for injection solutions, sterile procedures not beingnecessary.

Solutions for use on the skin are trickled on, spread on, rubbed in,sprinkled on or sprayed on.

Solutions for use on the skin are prepared according to the state of theart and according to what is described above for injection solutions,sterile procedures not being necessary.

Further suitable solvents are polypropylene glycol, phenyl ethanol,phenoxy ethanol, ester such as ethyl or butyl acetate, benzyl benzoate,ethers such as alkyleneglycol alkylether, e.g. dipropylenglycolmonomethylether, ketons such as acetone, methylethylketone, aromatichydrocarbons, vegetable and synthetic oils, dimethylformamide,dimethylacetamide, transcutol, solketal, propylencarbonate, and mixturesthereof.

It may be advantageous to add thickeners during preparation. Suitablethickeners are inorganic thickeners such as bentonites, colloidalsilicic acid, aluminium monostearate, organic thickeners such ascellulose derivatives, polyvinyl alcohols and their copolymers,acrylates and methacrylates.

Gels are applied to or spread on the skin or introduced into bodycavities. Gels are prepared by treating solutions which have beenprepared as described in the case of the injection solutions withsufficient thickener that a clear material having an ointment-likeconsistency results. The thickeners employed are the thickeners givenabove.

Pour-on formulations are poured or sprayed onto limited areas of theskin, the active compound penetrating the skin and acting systemically.

Pour-on formulations are prepared by dissolving, suspending oremulsifying the active compound in suitable skin-compatible solvents orsolvent mixtures. If appropriate, other auxiliaries such as colorants,bioabsorption-promoting substances, antioxidants, light stabilizers,adhesives are added.

Suitable solvents are water, alkanols, glycols, polyethylene glycols,polypropylene glycols, glycerol, aromatic alcohols such as benzylalcohol, phenylethanol, phenoxyethanol, esters such as ethyl acetate,butyl acetate, benzyl benzoate, ethers such as alkylene glycol alkylethers such as dipropylene glycol monomethyl ether, diethylene glycolmonobutyl ether, ketones such as acetone, methyl ethyl ketone, cycliccarbonates such as propylene carbonate, ethylene carbonate, aromaticand/or aliphatic hydrocarbons, vegetable or synthetic oils, DMF,dimethylacetamide, n-alkylpyrrolidones such as methylpyrrolidone,n-butylpyrrolidone or n-octylpyrrolidone, N methylpyrrolidone,2-pyrrolidone, 2,2-dimethyl-4-oxy-methylene-1,3-diox-olane and glycerolformal.

Suitable colorants are all colorants permitted for use on animals andwhich can be dissolved or suspended.

Suitable absorption-promoting substances are, for example, DMSO,spreading oils such as isopropyl myristate, dipropylene glycolpelargonate, silicone oils and copolymers thereof with polyethers, fattyacid esters, triglycerides, fatty alcohols.

Suitable antioxidants are sulfites or metabisulfites such as potassiummetabisulfite, ascorbic acid, butylhydroxytoluene, butylhydroxyanisole,tocopherol.

Suitable light stabilizers are, for example, novantisolic acid.

Suitable adhesives are, for example, cellulose derivatives, starchderivatives, polyacrylates, natural polymers such as alginates, gelatin.

Emulsions can be administered orally, dermally or as injections.

Emulsions are either of the water-in-oil type or of the oil-in-watertype.

They are prepared by dissolving the active compound either in thehydrophobic or in the hydrophilic phase and homogenizing this with thesolvent of the other phase with the aid of suitable emulsifiers and, ifappropriate, other auxiliaries such as colorants, absorption-promotingsubstances, preservatives, antioxidants, light stabilizers,viscosity-enhancing substances.

Suitable hydrophobic phases (oils) are:

liquid paraffins, silicone oils, natural vegetable oils such as sesameoil, almond oil, castor oil, synthetic triglycerides such ascaprylic/capric biglyceride, triglyceride mixture with vegetable fattyacids of the chain length C8-C12 or other specially selected naturalfatty acids, partial glyceride mixtures of saturated or unsaturatedfatty acids possibly also containing hydroxyl groups, mono- anddiglycerides of the C8-C10 fatty acids, fatty acid esters such as ethylstearate, di-n-butyryl adipate, hexyl laurate, dipropylene glycolperlargonate, esters of a branched fatty acid of medium chain lengthwith saturated fatty alcohols of chain length C16-C18, isopropylmyristate, isopropyl palmitate, caprylic/capric acid esters of saturatedfatty alcohols of chain length C12-C18, isopropyl stearate, oleyloleate, decyl oleate, ethyl oleate, ethyl lactate, waxy fatty acidesters such as synthetic duck coccygeal gland fat, dibutyl phthalate,diisopropyl adipate, and ester mixtures related to the latter,

fatty alcohols such as isotridecyl alcohol, 2-octyldodecanol,cetylstearyl alcohol, oleyl alcohol, and

fatty acids such as oleic acid and

mixtures thereof.

Suitable hydrophilic phases are: water, alcohols such as propyleneglycol, glycerol, sorbitol and mixtures thereof.

Suitable emulsifiers are:

non-ionic surfactants, e.g. polyethoxylated castor oil, polyethoxylatedsorbitan monooleate, sorbitan monostearate, glycerol monostearate,polyoxyethyl stearate, alkylphenol polyglycol ether;

ampholytic surfactants such as di-sodium N-lauryl-p-iminodipropionate orlecithin;

anionic surfactants, such as sodium lauryl sulfate, fatty alcohol ethersulfates, mono/dialkyl polyglycol ether orthophosphoric acid estermonoethanolamine salt;

cation-active surfactants, such as cetyltrimethylammonium chloride.

Suitable further auxiliaries are: substances which enhance the viscosityand stabilize the emulsion, such as carboxymethylcellulose,methylcellulose and other cellulose and starch derivatives,polyacrylates, alginates, gelatin, gum arabic, polyvinylpyrrolidone,polyvinyl alcohol, copolymers of methyl vinyl ether and maleicanhydride, polyethylene glycols, waxes, colloidal silicic acid ormixtures of the substances mentioned.

Suspensions can be administered orally or topically/dermally. They areprepared by suspending the active compound in a suspending agent, ifappropriate with addition of other auxiliaries such as wetting agents,colorants, bioabsorption-promoting substances, preservatives,antioxidants, light stabilizers.

Liquid suspending agents are all homogeneous solvents and solventmixtures.

Suitable wetting agents (dispersants) are the emulsifiers given above.

Other auxiliaries which may be mentioned are those given above.

Semi-solid preparations can be administered orally ortopically/dermally. They differ from the suspensions and emulsionsdescribed above only by their higher viscosity.

For the production of solid preparations, the active compound is mixedwith suitable excipients, if appropriate with addition of auxiliaries,and brought into the desired form.

Suitable excipients are all physiologically tolerable solid inertsubstances. Those used are inorganic and organic substances. Inorganicsubstances are, for example, sodium chloride, carbonates such as calciumcarbonate, hydrogencarbonates, aluminium oxides, titanium oxide, silicicacids, argillaceous earths, precipitated or colloidal silica, orphosphates. Organic substances are, for example, sugar, cellulose,foodstuffs and feeds such as milk powder, animal meal, grain meals andshreds, starches.

Suitable auxiliaries are preservatives, antioxidants, and/or colorantswhich have been mentioned above.

Other suitable auxiliaries are lubricants and glidants such as magnesiumstearate, stearic acid, talc, bentonites, disintegration-promotingsubstances such as starch or crosslinked polyvinylpyrrolidone, binderssuch as starch, gelatin or linear polyvinylpyrrolidone, and dry binderssuch as microcrystalline cellulose.

In general, “parasiticidally effective amount” means the amount ofactive ingredient needed to achieve an observable effect on growth,including the effects of necrosis, death, retardation, prevention, andremoval, destruction, or otherwise diminishing the occurrence andactivity of the target organism. The parasiticidally effective amountcan vary for the various compounds/compositions used in the invention. Aparasiticidally effective amount of the compositions will also varyaccording to the prevailing conditions such as desired parasiticidaleffect and duration, target species, mode of application, and the like.

The compositions which can be used in the invention can comprisegenerally from about 0.001 to 95% of the compound of formula I and/or ofan acceptable salts thereof.

Generally, it is favorable to apply the compounds of formula I and/or anacceptable salts thereof in total amounts of 0.5 mg/kg to 100 mg/kg perday, preferably 1 mg/kg to 50 mg/kg per day.

Ready-to-use preparations contain the compounds of the formula I, actingagainst parasites, preferably ectoparasites, and/or an acceptable saltsthereof, in concentrations of 10 ppm to 80 percent by weight, preferablyfrom 0.1 to 65 percent by weight, more preferably from 1 to 50 percentby weight, most preferably from 5 to 40 percent by weight.

Preparations which are diluted before use contain the compounds of theformula I, acting against ectoparasites, and/or an acceptable saltsthereof, in concentrations of 0.5 to 90 percent by weight, preferably of1 to 50 percent by weight.

Furthermore, the preparations comprise the compounds of formula I and/oran acceptable salts thereof against endoparasites in concentrations of10 ppm to 2 per cent by weight, preferably of 0.05 to 0.9 percent byweight, very particularly preferably of 0.005 to 0.25 percent by weight.

In a preferred embodiment of the present invention, the compositionscomprising the compounds of formula I and/or an acceptable salts thereofare applied dermally/topically.

In a further preferred embodiment, the topical application is conductedin the form of compound-containing shaped articles such as collars,medallions, ear tags, bands for fixing at body parts, and adhesivestrips and foils.

Generally, it is favorable to apply solid formulations which releasecompounds of formula I and/or an acceptable salts thereof in totalamounts of 10 mg/kg to 300 mg/kg, preferably 20 mg/kg to 200 mg/kg, mostpreferably 25 mg/kg to 160 mg/kg body weight of the treated animal inthe course of three weeks.

For the preparation of the shaped articles, thermoplastic and flexibleplastics as well as elastomers and thermoplastic elastomers are used.Suitable plastics and elastomers are polyvinyl resins, polyurethane,polyacrylate, epoxy resins, cellulose, cellulose derivatives, polyamidesand polyester which are sufficiently compatible with the compounds offormula I. A detailed list of plastics and elastomers as well aspreparation procedures for the shaped articles is given e.g. in WO03/086075.

Compositions to be used according to this invention may also containother active ingredients, for example other pesticides, insecticides,herbicides, fungicides, other pesticides, or bactericides, fertilizerssuch as ammonium nitrate, urea, potash, and super-phosphate,phytotoxicants and plant growth regulators, safeners and nematicides.These additional ingredients may be used sequentially or in combinationwith the above-described compositions, if appropriate also added onlyimmediately prior to use (tank mix). For example, the plant(s) may besprayed with a composition of this invention either before or afterbeing treated with other active ingredients.

These agents can be admixed with the agents used according to theinvention in a weight ratio of 1:10 to 10:1. Mixing the compounds of theformula I and/or an acceptable salts thereof or the compositionscomprising them in the use form as pesticides with other pesticidesfrequently results in a broader pesticidal spectrum of action.

The following list of pesticides A (hereinafter also mixing partner A)together with which the compounds of the formula I and/or an acceptablesalts thereof can be used and with which potential synergistic effectsmight be produced, is intended to illustrate the possible combinations,but not to impose any limitation:

A.1. Organo(thio)phosphates: acephate, azamethiphos, azinphos-ethyl,azinphos-methyl, chlorethoxyfos, chlorfenvinphos, chlormephos,chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanophos,demeton-S-methyl, diazinon, dichlorvos/DDVP, dicrotophos, dimethoate,dimethylvinphos, disulfoton, EPN, ethion, ethoprophos, famphur,fenamiphos, fenitrothion, fenthion, flupyrazophos, fosthiazate,heptenophos, isoxathion, malathion, mecarbam, methamidophos,methidathion, mevinphos, monocrotophos, naled, omethoate,oxydemeton-methyl, parathion, parathion-methyl, phenthoate, phorate,phosalone, phosmet, phosphamidon, phoxim, pirimiphos-methyl, profenofos,propetamphos, prothiofos, pyraclofos, pyridaphenthion, quinalphos,sulfotep, tebupirimfos, temephos, terbufos, tetrachlorvinphos,thiometon, triazophos, trichlorfon, vamidothion;

A.2. Carbamates: aldicarb, alanycarb, bendiocarb, benfuracarb,butocarboxim, butoxy-carboxim, carbaryl, carbofuran, carbosulfan,ethiofencarb, fenobucarb, formetanate, furathiocarb, isoprocarb,methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur,thiodicarb, thiofanox, trimethacarb, XMC, xylylcarb, triazamate;

A.3. Pyrethroids: acrinathrin, allethrin, d-cis-trans allethrin, d-transallethrin, bifenthrin, bioallethrin, bioallethrin S-cylclopentenyl,bioresmethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin,lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin,beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin,deltamethrin, empenthrin, esfenvalerate, etofenprox, fenpropathrin,fenvalerate, flucythrinate, flumethrin, tau-fluvalinate, halfenprox,imiprothrin, permethrin, phenothrin, prallethrin, resmethrin, RU 15525,silafluofen, tefluthrin, tetramethrin, tralomethrin, transfluthrin, ZXI8901;

A.4. Juvenile hormone mimics: hydroprene, kinoprene, methoprene,fenoxycarb, pyriproxyfen;

A.5. Nicotinic receptor agonists/antagonists compounds: acetamiprid,bensultap, cartap hydrochloride, clothianidin, dinotefuran,imidacloprid, thiamethoxam, nitenpyram, nicotine, spinosad (allostericagonist), thiacloprid, thiocyclam, thiosultap-sodium and AKD1022.

A.6. GABA gated chloride channel antagonist compounds: chlordane,endosulfan, gamma-HCH (lindane); acetoprole, ethiprole, fipronil,pyrafluprole, pyriprole, vaniliprole, the phenylpyrazole compound offormula A6.1

A.7. Chloride channel activators: abamectin, emamectin benzoate,milbemectin, lepimectin;

A.8. METI I compounds: fenazaquin, fenpyroximate, pyrimidifen,pyridaben, tebufenpyrad, tolfenpyrad, flufenerim, rotenone;

A.9. METI II and III compounds: acequinocyl, fluacyprim, hydramethylnon;

A.10. Uncouplers of oxidative phosphorylation: chlorfenapyr, DNOC;

A.11. Inhibitors of oxidative phosphorylation: azocyclotin, cyhexatin,diafenthiuron, fenbutatin oxide, propargite, tetradifon;

A.12. Moulting disruptors: cyromazine, chromafenozide, halofenozide,methoxyfenozide, tebufenozide;

A.13. Synergists: piperonyl butoxide, tribufos;

A.14. Sodium channel blocker compounds: indoxacarb, metaflumizone;

A.15. Fumigants: methyl bromide, chloropicrin sulfuryl fluoride;

A.16. Selective feeding blockers: crylotie, pymetrozine, flonicamid;

A.17. Mite growth inhibitors: clofentezine, hexythiazox, etoxazole;

A.18. Chitin synthesis inhibitors: buprofezin, bistrifluron,chlorfluazuron, diflubenzuron, flucycloxuron, flufenoxuron,hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron,triflumuron;

A.19. Lipid biosynthesis inhibitors: spirodiclofen, spiromesifen,spirotetramat;

A.20. Octapaminergic agonsits: amitraz;

A.21. Ryanodine receptor modulators: flubendiamide;

A.22. Various: aluminium phosphide, amidoflumet, benclothiaz,benzoximate, bifenazate, borax, bromopropylate, cyanide, cyenopyrafen,cyflumetofen, chinomethionate, dicofol, fluoroacetate, phosphine,pyridalyl, pyrifluquinazon, sulfur, organic sulphur compounds, tartaremetic and sulfoximine compounds A22.1, A22.2 or A22.3:

pyrimidinyl alkynylether compounds A22.4 or thiadiazolyl alkynylethercompounds A22.5,

wherein R^(A-22) is methyl or ethyl and Het* is3,3-dimethylpyrrolidin-1-yl, 3-methylpiperidin-1-yl,3,5-dimethylpiperidin-1-yl, 3-trifluormethylpiperidin-1-yl,hexahydroazepin-1-yl, 2,6-dimethylhexahydroazepin-1-yl or2,6-dimethylmorpholin-4-yl;

A.23.N—R′-2,2-dihalo-1-R″cyclo-propanecarboxamide-2-(2,6-dichloro-α,α,α-tri-fluoro-p-tolyl)hydrazoneorN—R′-2,2-di(R′″)propionamide-2-(2,6-dichloro-α,α,α-trifluoro-p-tolyl)-hydrazone,wherein R′ is methyl or ethyl, halo is chloro or bromo, R″ is hydrogenor methyl and R′″ is methyl or ethyl;

A.24. Anthranilamides: chloranthraniliprole, the compound of formulaA24.1

A.25. Malononitrile compounds: CF₂HCF₂CF₂CF₂CH₂C(CN)₂CH₂CH₂CF₃,(2-(2,2,3,3,4,4,5,5-octafluoropentyl)-2-(3,3,3-trifluoro-propyl)malononitrile),CF₃(CH₂)₂C(CN)₂CH₂(CF₂)₅CF₂H,(2-(2,2,3,3,4,4,5,5,6,6,7,7-Dodecafluoroheptyl)-2(3,3,3-trifluoro-propyl)-malononitrile),CF₃(CH₂)₂C(CN)₂(CH₂)₂C(CF₃)₂F(2-(3,4,4,4-Tetrafluoro-3-trifluoromethyl-butyl)-2-(3,3,3-trifluoro-propyl)-malononitrile),CF₃(CH₂)₂C(CN)₂(CH₂)₂(CF₂)₃CF₃(2-(3,3,4,4,5,5,6,6,6-Nonafluoro-hexyl)-2-(3,3,3-trifluoro-propyl)-malononitrile),CF₂H(CF₂)₃CH₂C(CN)₂CH₂(CF₂)₃CF₂H(2,2-Bis-(2,2,3,3,4,4,5,5-octafluoro-pentyl)-malononitrile),CF₃(CH₂)₂C(CN)₂CH₂(CF₂)₃CF₃(2-(2,2,3,3,4,4,5,5,5-Nonafluoro-pentyl)-2-(3,3,3-trifluoro-propyl)-malononitrile),CF3(CF₂)₂CH₂C(CN)₂CH₂(CF₂)3CF₂H(2-(2,2,3,3,4,4,4-Heptafluoro-butyl)-2-(2,2,3,3,4,4,5,5-octafluoro-pentyl)-malononitrile),CF₃CF₂CH₂C(CN)₂CH₂(CF₂)₃CF₂H(2-(2,2,3,3,4,4,5,5-Octafluoro-pentyl)-2-(2,2,3,3,3-pentafluoro-propyl)-malononitrile),CF₂HCF₂CF₂CF₂CH₂C(CN)₂CH₂CH₂CF₂CF₃(2-(2,2,3,3,4,4,5,5-octafluoropentyl)-2-(3,3,4,4,4-pentafluorobutyl)-malonodinitrile),CF₃(CH₂)₂C(CN)₂CH₂(CF₂)₃CF₂H(2-(2,2,3,3,4,4,5,5-octafluoropentyl)-2-(3,3,3-trifluoro-butyl)-malononitrile);

A.26. Microbial disruptors: Bacillus thuringiensis subsp. Israelensi,Bacillus sphaericus, Bacillus thuringiensis subsp. Aizawai, Bacillusthuringiensis subsp. Kurstaki, Bacillus thuringiensis subsp.Tenebrionis.

The commercially available compounds of the group A may be found in ThePesticide Manual, 13th Edition, British Crop Protection Council (2003)among other publications.

Thioamides of formula A6.1 and their preparation have been described inWO 98/28279. Lepimectin is known from Agro Project, PJB PublicationsLtd, November 2004. Benclothiaz and its preparation have been describedin EP-A1 454621. Methidathion and Paraoxon and their preparation havebeen described in Farm Chemicals Handbook, Volume 88, Meister PublishingCompany, 2001. Acetoprole and its preparation have been described in WO98/28277. Metaflumizone and its preparation have been described in EP-A1462 456. Flupyrazofos has been described in Pesticide Science 54, 1988,p. 237-243 and in U.S. Pat. No. 4822779. Pyrafluprole and itspreparation have been described in JP 2002193709 and in WO 01/00614.Pyriprole and its preparation have been described in WO 98/45274 and inU.S. Pat. No. 6335357. Amidoflumet and its preparation have beendescribed in U.S. Pat. No. 6221890 and in JP 21010907. Flufenerim andits prepara-tion have been described in WO 03/007717 and in WO03/007718. AKD 1022 and its preparation have been described in U.S. Pat.No. 6300348. Chloranthraniliprole has been described in WO 01/70671, WO03/015519 and WO 05/118552. Anthranilamide deriva-tives of formula M24.1have been described in WO 01/70671, WO 04/067528 and WO 05/118552.Cyflumetofen and its preparation have been described in WO 04/080180.The aminoquinazolinone compound pyrifluquinazon has been described in EPA 109 7932. Sulfoximine derivatives of formulae M22.1, M22.2 or M22.3 orin analogy thereof and their preparation methods have been described inWO 2006/060029. The alkynylether compounds M22.4 and M22.5 are describede.g. in JP 2006131529. Organic sulfur compounds have been described inWO 2007060839. The malononitrile compounds have been described in WO02/089579, WO 02/090320, WO 02/090321, WO 04/006677, WO 05/068423, WO05/068432 and WO 05/063694.

Fungicidal mixing partners are those selected from the group consistingof acylalanines such as benalaxyl, metalaxyl, ofurace, oxadixyl,

amine derivatives such as aldimorph, dodine, dodemorph, fenpropimorph,fenpropidin, guazatine, iminoctadine, spiroxamin, tridemorph,

anilinopyrimidines such as pyrimethanil, mepanipyrim or cyrodinyl,

antibiotics such as cycloheximid, griseofulvin, kasugamycin, natamycin,polyoxin or streptomycin,

azoles such as bitertanol, bromoconazole, cyproconazole, difenoconazole,diniconazole, epoxiconazole, fenbuconazole, fluquiconazole, flusilazole,hexaconazole, imazalil, metconazole, myclobutanil, penconazole,propiconazole, prochloraz, prothioconazole, tebuconazole, triadimefon,triadimenol, triflumizol, triticonazole, flutriafol, dicarboximides suchas iprodion, myclozolin, procymidon, vinclozolin, dithiocarbamates suchas ferbam, nabam, maneb, mancozeb, metam, metiram, propineb,polycarbamate, thiram, ziram, zineb,

heterocyclic compounds such as anilazine, benomyl, boscalid,carbendazim, carboxin, oxycarboxin, cyazofamid, dazomet, dithianon,famoxadon, fenamidon, fenarimol, fuberidazole, flutolanil, furametpyr,isoprothiolane, mepronil, nuarimol, probenazole, proquinazid, pyrifenox,pyroquilon, quinoxyfen, silthiofam, thiabendazole, thifluzamid,thiophanate-methyl, tiadinil, tricyclazole, triforine,

copper fungicides such as Bordeaux mixture, copper acetate, copperoxychloride, basic copper sulfate,

nitrophenyl derivatives such as binapacryl, dinocap, dinobuton,nitrophthalisopropyl, phenylpyrroles such as fenpiclonil or fludioxonil,

sulfur,

other fungicides such as acibenzolar-S-methyl, benthiavalicarb,carpropamid, chlorothalonil, cyflufenamid, cymoxanil, diclomezin,diclocymet, diethofencarb, edifenphos, ethaboxam, fenhexamid,fentin-acetate, fenoxanil, ferimzone, fluazinam, fosetyl,fosetyl-aluminum, iprovalicarb, hexachlorobenzene, metrafenon,pencycuron, propamocarb, phthalide, toloclofos-methyl, quintozene,zoxamid,

strobilurins such as azoxystrobin, dimoxystrobin, fluoxastrobin,kresoxim-methyl, metominostrobin, orysastrobin, picoxystrobin ortrifloxystrobin,

sulfenic acid derivatives such as captafol, captan, dichlofluanid,folpet, tolylfluanid, cinnemamides and analogs such as dimethomorph,flumetover or flumorph.

The animal pest, i.e. arthropodes and nematodes, the plant, soil orwater in which the plant is growing can be contacted with the presentcompound(s) of the formula I and/or an agriculturally acceptable saltthereof or composition(s) containing them by any application methodknown in the art. As such, “contacting” in-cludes both direct contact(applying the compounds/compositions directly on the animal pest orplant—typically to the foliage, stem or roots of the plant) and indirectcontact (applying the compounds/compositions to the locus of the animalpest or plant).

Moreover, animal pests may be controlled by contacting the target pest,its food supply, habitat, breeding ground or its locus with apesticidally effective amount of compounds of formula I and/or anagriculturally acceptable salt thereof. As such, the application may becarried out before or after the infection of the locus, growing crops,or harvested crops by the pest.

“Locus” means a habitat, breeding ground, plant, in particularcultivated plant, plant propagation material such as seed, soil, area,material or environ-ment in which a pest or parasite is growing or maygrow.

In general “pesticidally effective amount” means the amount of activeingredient needed to achieve an observable effect on growth, includingthe effects of necrosis, death, retardation, prevention, and removal,destruction, or otherwise diminishing the occurrence and activity of thetarget organism. The pesticidally effective amount can vary for thevarious compounds/compositions used in the invention. A pesticidallyeffective amount of the compositions will also vary according to theprevailing conditions such as desired pesticidal effect and duration,weather, target species, locus, mode of application, and the like.

The compounds of formula I, the agriculturally acceptable salt thereofand their compositions can be used for protecting wooden materials suchas trees, board fences, sleepers, etc. and buildings such as houses,outhouses, factories, but also construction materials, furniture,leathers, fibers, vinyl articles, electric wires and cables etc. fromants and/or termites, and for controlling ants and termites from doingharm to crops or human being (e.g. when the pests invade into houses andpublic facilities). The compounds of are applied not only to thesurrounding soil surface or into the underfloor soil in order to protectwooden materials but it can also be applied to lumbered articles such assurfaces of the under-floor concrete, al-cove posts, beams, plywoods,furniture, etc., wooden articles such as particle boards, half boards,etc. and vinyl articles such as coated electric wires, vinyl sheets,heat insu-lating material such as styrene foams, etc. In case ofapplication against ants doing harm to crops or human beings, the antcontroller of the present invention is applied to the crops or thesurrounding soil, or is directly applied to the nest of ants or thelike.

The compounds of the invention can also be applied preventively toplaces at which occurrence of the pests is expected.

The compounds of formula I and/or an agriculturally acceptable saltthereof may also be used to protect growing plants from attack orinfestation by pests by contacting the plant with a pesticidallyeffective amount of compounds of formula I and/or an agriculturallyacceptable salt thereof. As such, “contacting” includes both directcontact (applying the compounds/compositions directly on the pest and/orplant—typically to the foliage, stem or roots of the plant) and indirectcontact (applying the compounds/compositions to the locus of the pestand/or plant).

In the case of soil treatment or of application to the pests dwellingplace or nest, the quantity of active ingredient (i.e. compounds of theformula I and/or an agriculturally acceptable salt thereof or mixturesthereof with mixing partner A) ranges from 0.0001 to 500 g per 100 m²,preferably from 0.001 to 20 g per 100 m².

Customary application rates in the protection of materials are, forexample, from 0.01 g to 1000 g of active compound (i.e. compounds of theformula I and/or an agriculturally acceptable salt thereof or mixturesthereof with mixing partner A) per m² treated material, desirably from0.1 g to 50 g per m².

Insecticidal compositions for use in the impregnation of materialstypically contain from 0.001 to 95% by weight, preferably from 0.1 to45% by weight, and more preferably from 1 to 25% by weight of at leastone repellent and/or insecticide (i.e. compounds of the formula I and/oran agriculturally acceptable salt thereof or mixtures thereof withmixing partner A).

For use in bait compositions, the typical content of active ingredient(i.e. compounds of the formula I and/or an agriculturally acceptablesalt thereof or mixtures thereof with mixing partner A) is from 0.001%by weight to 15% by weight, desirably from 0.001% by weight to 5% byweight of active compound.

For use in spray compositions, the content of active ingredient (i.e.compounds of the formula I and/or an agriculturally acceptable saltthereof or mixtures thereof with mixing partner A) is from 0.001 to 80%by weight, preferably from 0.01 to 50% by weight and most preferablyfrom 0.01 to 15% by weight.

For use in treating crop plants, the rate of application of the activeingredients (i.e. compounds of the formula I and/or an agriculturallyacceptable salt thereof or mixtures thereof with mixing partner A) maybe in the range of 0.1 g to 4000 g per hectare, desirably from 25 g to600 g per hectare, more desirably from 50 g to 500 g per hectare.

In the treatment of seed, the application rates of the compounds of thepresent invention or mixture with mixing partners A are generally from0.1 g to 10 kg per 100 kg of plant propagation material such as seed,preferably from 1 g to 5 kg per 100 kg of seed, in particular from 1 gto 200 g per 100 kg of plant propagation material such as seed.

The present invention is now illustrated in further detail by thefollowing examples.

PREPARATION EXAMPLES Example 1 Preparation of1-(3-prop-2-ynyl-thiazolidin-2-ylidene)amino-1-(2,3-dichlorophenyl)-2-(3,5-dimethylphenyl)-ethane(compound 1)

A mixture of1-(4,5-dihydrothiazol-2-yl)-amino-1-(2,3-dichlorophenyl)-2-(3,5-dimethylphenyl)-ethane(150 mg), potassium carbonate (80 mg) and dimethyl formamide (DMF, 10ml) was heated up to 60° C. and a solution of propargyl bromide (57 mg)in DMF (2 ml) was added. Stirring was continued for 4 h at the sametemperature and continued at room temperature overnight. Aqueous work-upby dilution in ethyl acetate, washing with an aqueous potassiumcarbonate solution (5% strenght) and water and drying over sodiumsulphate yielded a crude product that was purified by columnchromatography over silica gel to give 13 mg of the title compound.

¹H-NMR (CDCl₃): δ=2.25 (s), 2.75-3.05 (m), 3.45 (mc), 4.25 (s), 4.65(mc), 6.8 (mc), 7.1-7.55 ppm (m).

Example 2 Preparation of1-{3-[3-(tetrahydropyran-2-yloxy)propyl]thiazolidin-2-ylidene}amino-1-(2,3-dichlorophenyl)-2-(3,5-dimethylphenyl)-ethane(compound 2)

A mixture of1-(4,5-dihydrothiazol-2-yl)amino-1-(2,3-dichlorophenyl)-2-(3,5-dimethylphenyl)-ethane(300 mg), potassium tert.-butanolate and tetrahydrofuran (THF, 10 ml)was treated at room temperature with 2-(3-bromo-propoxy)-tetrahydropyran(210 mg) for 3 days. Aqueous work-up by dilution in ethyl acetate,washing with an aqueous potassium carbonate solution (5% strength) andwater and drying over sodium sulphate yielded a crude product that waspurified by column chromatography over silica gel to give 200 mg of thetitle compound.

¹H-NMR (CDCl₃): δ=1.45-1.95 (m), 2.25 (s), 2.3 (d), 2.7 (mc), 3.0 (mc),3.35-3.6 (m), 3.85 (mc), 4.55-4.7 (mc), 6.75 (s), 6.8 (s), 7.1 (t), 7.4(mc), 7.5 ppm (mc).

Example 3 Preparation of1-(4,5,4′,5′-tetrahydro-[2,3]-bithiazolyl-2′-ylidene)amino-1-(2,2-difluoro-benzo[1,3]dioxol-4-yl)-2-(3,5-dimethyl-phenyl)-ethane(compound 3)

A solution of1-amino-1-(2,2-difluoro-benzo[1,3]dioxol-4-yl)-2-(3,5-dimethylphenyl)-ethane(0.39 g) in diethyl ether was treated at 0° C. with 2-chloroethylisothiocyanate (0.16 g) and stirring was continued for 5 h at thistemperature. The mixture was quenched with an aqueous sodium hydroxidesolution (1 M, 4 ml) and water (15 ml) and stirred for 15 minutes. Theorganic phase was washed with water, the aqueous phase was extractedwith diethyl ether, the combined organic phases were dried over sodiumsulphate and the solvent was removed in vacuo. The remainder waspurified by column chromatography to yield 0.1 g of the title compound.

¹H-NMR (CDCl₃): δ=2.2 (s), 3.0-3.3 (m), 4.0 (mc), 4.2 (mc), 4.55 (mc),6.7 (s), 6.8 (s), 6.9 (mc), 7.05 (mc), 7.3 ppm (mc).

Example 4 Preparation of2-[1-(2,3-dichlorophenyl)-2-(3,5-dimethylphenyl)ethylimino]-thiazolidine-3-carbothioicacid (3-trifluoromethylphenyl)amide (compound 4)

A solution of1-(4,5-dihydrothiazol-2-yl)amino-1-(2,3-dichlorophenyl)-2-(3,5-dimethylphenyl)-ethane(0.25 g) in chloroform (10 ml) was treated with1-isothiocyanato-3-trifluoromethylbenzene (0.13 g) at room temperatureovernight. The solvent was evaporated in vacuo and the remainder waspurified by column chromatography to yield 0.20 g of the title compound.

¹H-NMR (CDCl₃): δ=2.1 (s), 2.85-3.2 (m), 4.55 (mc), 4.9 (mc), 5.0 (mc),6.65 (s), 6.8 (s), 7.1-7.75 (m), 14.6 ppm (s).

Example 5 Preparation of1-[3-(toluene-4-sulfonyl)thiazolidin-2-ylidene]-amino-1-(2,3-Dimethyl-phenyl)-2-(3-tolyl)-ethane(compound 5)

A solution of1-(4,5-dihydro-3H-thiazol-2-yl)amino-1-(2,3-dimethyl-phenyl)-2-(3-tolyl)-ethane(0.20 g) in THF (20 ml) was treated with potassium tert.-butanolate(0.10 g) and 4-methylbenzenesulfonyl chloride (0.14 g) and the mixturewas stirred for 2 h at room temperature. Aqueous work-up by dilution inethyl acetate, washing with an aqueous potassium carbonate solution (5%strenght) and water and drying over sodium sulphate yielded a crudeproduct that was purified by column chromatography over silica gel togive 0.20 g of the title compound. Melting point: 141.0-144.0° C.

The compounds of formula I′.1 shown in table 2 hereinafter (examples 6to 21)

have been prepared in analogy to the preparation examples shownhereinbefore.

TABLE 2 Physico-chemical data (m.p [° C.], ¹H-NMR Ex. X R¹ R² R³ R⁴ R⁵R⁶ (CDCl₃) [ppm]) 6 S

H H H Cl H δ = 2.95-3.15 (m), 3.95 (mc), 4.25 (mc), 4.75 (mc), 5.3 (d),5.5 (d), 6.0 (mc), 6.9-7.3 (m) 7 S

H H H Cl H 104.0-106.0 8 O

H H H Cl H 2.95 (mc), 3.75-4.15 (m), 4.7-4.85 (m), 5.3 (d), 5.5 (d), 6.0(mc), 6.95-7.4 (m) 9 S

CH₃ CH₃ H CH₃ CH₃ 2.15 (s), 2.25 (s), 2.30 (s), 2.9-3.15 (m), 4.5 (mc),4.7 (mc), 4.85 (mc), 6.65 (s), 6.8 (s), 7.05-7.4 (m), 7.55 (s) 10 S

Cl Cl H CH₃ CH₃ 2.25 (s), 2.5 (mc), 2.75 (mc), 3.15 (mc), 4.0 (mc), 4.2(mc), 4.75 (mc), 6.45 (mc), 6.55 (s), 7.05 (t), 7.3 (d), 8.9 (s), 8.65(s), 8.75 (s) 11 S

Cl Cl H CH₃ CH₃ 148.0-149.0 12 S

Cl Cl H CH₃ CH₃ 2.25 (s), 2.45 (mc), 2.75 (mc), 3.15 (mc), 4.0 (mc), 4.2(mc), 4.65 (mc), 6.45 (mc), 6.55 (s), 6.8 (s), 6.95 (t), 8.7 (s), 8.8(s) 13 S

Cl Cl H CH₃ CH₃ 50.0-52.0 14 S

Cl Cl H CH₃ CH₃ 2.2 (s), 2.45 (s), 2.65 (mc), 2.9-3.1 (m), 3.9 (mc),4.15 (mc), 4.45 (mc), 6.45 (s), 6.8 (s), 7.1 (mc), 7.2-7.35 (m), 7.95(d) 15 S

Cl Cl H CH₃ CH₃ 52.0-55.0 16 S

CH₃ CH₃ H CH₃ CH₃ 140.0-145.0 17 S

Cl Cl H CH₃ CH₃ 136.0-143.0 18 S

CH₃ CF₃ H CH₃ CH₃ 2.20 (s), 2.45 (s), 2.8 (mc), 3.1 (mc), 4.0- 4.35 (m),6.45 (s), 6.8 (s), 7.15 (mc), 7.25- 7.5 (m), 7.95 (d) 19 S

Cl Cl H CH₃ CH₃ 2.25 (s), 2.4-2.7 (mc), 3.0-3.15 (m), 3.7 (s), 3.95-4.45(m), 4.65 (mc), 6.4-7.4 (m) 20 S

Cl Cl H CH₃ CH₃ 2.1 (s), 2.4 (s), 2.7- 3.15 (m), 4.5 (mc), 4.8-4.95 (m),6.65 (s), 6.8 (s), 7.15-7.4 (m), 14.3 (s) 21 S

CH₃ CH₃ H CH₃ H 1.5-1.75 (m), 2.15- 2.35 (m), 3.0 (mc), 3.9 (mc), 4.1(mc), 4.7 (mc), 6.15-6.4 (m), 6.75-7.4 (m)

Action Against Pests:

I. COTTON APHID (APHIS GOSSYPIL)

The active compounds were formulated in 50:50 acetone:water and 100 ppmKinetic® surfactant.

Cotton plants in the cotyledon stage (variety ‘Delta Pine’) are infestedwith approximately 100 laboratory-reared aphids by placing infested leafsections on top of the test plants. The leaf sections are removed after24 hours. The cotyledons of the intact plants are dipped into gradientsolutions of the test compound. Aphid mortality on the treated plants,relative to mortality on check plants, is determined after 5 days.

In this test, the compounds of examples 1 to 4, 6, 8 to 11 and 13 to 21at 300 ppm showed over 70% mortality in comparison with untreatedcontrols.

II. GREEN PEACH APHID (MYZUS PERSICAE)

The active compounds were formulated in 50:50 acetone:water and 100 ppmKinetic® surfactant.

Pepper plants in the 2^(nd) leaf-pair stage (variety ‘CaliforniaWonder’) are infested with approximately 40 laboratory-reared aphids byplacing infested leaf sections on top of the test plants. The leafsections are removed after 24 hours. The leaves of the intact plants aredipped into gradient solutions of the test compound. Aphid mortality onthe treated plants, relative to mortality on check plants, is determinedafter 5 days.

In this test, the compounds of examples 1 to 4, 6 to 11 and 13 to 21 at300 ppm showed over 70% mortality in comparison with untreated controls.

III. SILVERLEAF WHITEFLY

The active compounds were formulated in 50:50 acetone:water and 100 ppmKinetic® surfactant.

Selected cotton plants were grown to the cotyledon state (one plant perpot). The cotyledons were dipped into the test solution to providecomplete coverage of the foliage and placed in a well-vented area todry. Each pot with treated seedling was placed in a plastic cup and 10to 12 whitefly adults (approximately 3-5 day old) were introduced. Theinsects were colleted using an aspirator and an 0.6 cm, non-toxic Tygon®tubing (R-3603) connected to a barrier pipette tip. The tip, containingthe collected insects, was then gently inserted into the soil containingthe treated plant, allowing insects to crawl out of the tip to reach thefoliage for feeding. The cups were covered with a re-usable screened lid(150 micron mesh polyester screen PeCap from Tetko Inc). Test plantswere maintained in the holding room at about 25° C. and 20-40% relativehumid-ity for 3 days avoiding direct exposure to the fluorescent light(24 hour photoperiod) to prevent trapping of heat inside the cup.Mortality was assessed 3 days after treatment of the plants.

In this test, the compounds of examples 1 to 4, 8 to 11, 13 to 17 and 19to 21 at 300 ppm showed over 70% mortality in comparison with untreatedcontrols.

IV. COMPARATIVE EXAMPLES Comparative Example 1 Action Against SilverleafWhitefly

The action against silverleaf whitefly of the inventive compounds frompreparation examples 1 and 4 has been compared with the action ofcompound C.3, wherein R¹ is hydrogen (not in accordance with the presentinvention)

by evaluation of the test shown in paragraph III.). The results arecompiled in table 3.

TABLE 3 mortality in comparison concentration with untreated controls[%] [ppm] compound C.3 compound 1 compound 4 300 100 100 100 100 100 100100 10 0 100 50

1-33. (canceled)
 34. A compound of formula I′

wherein A is a radical of formulae A.1 or A.2

wherein # denotes the bond to the remaining compound of formula I X isselected from the group consisting of O, S and NR^(X), wherein R^(X) isselected from the group consisting of hydrogen, cyano, nitro,C₁-C₃-alkyl, C₁-C₃-alkoxy, C₁-C₃-haloalkyl, C₁-C₃-haloalkoxy, formyl,C₁-C₆-alkylcarbonyl and C₁-C₆-alkoxycarbonyl; R¹ is selected from thegroup consisting of —OR^(A), —NR^(B1)R^(B2), —C(═O)—R^(C),—C(═O)—OR^(D), —C(═O)—SR^(E), —C(═O)—NR^(B1)R^(B2)′, —C(═S)—R^(C)′,—C(═S)—OR^(D)′, —C(═S)—SR^(E)′, —C(═S)—NR^(B1)R^(B2),—C(═NR^(1a))—R^(C)′, —C(═NR^(1b))—OR^(D)′, —(═NR^(1c))—SR^(E)′,—C(═NR^(1d))—NR^(B1)R^(B2), —S(═O)—R^(F), —S(═O)₂—R^(G),—S(═O)₂—NR^(B1)R^(B2)′, —P(═O)R^(H1)R^(H2), —P(═S)R^(H1)R^(H2),—B—C(═O)═R^(I), —B—O—C(═O)—R^(I), —B—S—C(═O)—R^(I),—B—N(R^(J))—C(═O)—R^(K), —B—C(═S)—R^(K), —B—O—C(═S)—R^(K),—B—S—C(═S)—R^(K), —B—N(R^(J))—C(═S)—R^(K), C₂-C₈-alkenyl, C₂-C₈-alkynyl,C₃-C₈-cycloalkyl, which is unsubstituted or may carry 1 to 4substituents R^(1e), naphthyl, which is unsubstituted or may carry 1 to4 substituents R^(1f), heterocyclyl, which is unsubstituted or may carry1 to 4 substituents R^(1g), hetaryl, which is unsubstituted or may carry1 to 4 substituents R^(1h), and C₁-C_(o)-alkyl, which carries a radicalselected from the group consisting of —NR^(1i)R^(1j),C₁-C₄-alkoxycarbonyl, C₃-C₈-cycloalkyl, aryl, aryloxy, arylthio,heterocyclyl, heterocyclyloxy and heterocyclylthio, wherein the alkyl,cycloalkyl, aryl or heterocyclyl moieties of the last 8 mentionedradicals may carry 1, 2, 3 or 4 radicals selected from the groupconsisting of CN, NO₂, halogen, C₁-C₃-alkyl, C₁-C₃-alkoxy,C₁-C₃-haloalkyl, C₁-C₃-haloalkoxy and C₃-C₈-cycloalkyl, wherein B islinear or branched C₁-C₄-alkanediyl, which is unsubstituted or may carry1, 2, 3 or 4 radicals selected from the group consisting of halogen andC₁-C₃-alkoxy; R^(A) is selected from the group consisting of hydrogen,C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, wherein the last threementioned radicals may carry 1, 2, 3 or 4 substituents selectedindependently from the group consisting of halogen, C₁-C₃-alkoxy,C₁-C₃-haloalkoxy, C₁-C₃-alkylthio, C₁-C₃-haloalkylthio andC₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl which is unsubstituted or may carry1, 2, 3 or 4 substituents R^(1e), naphthyl which is unsubstituted or maycarry 1, 2, 3 or 4 substituents R^(1f), and hetaryl which isunsubstituted or may carry 1, 2, 3 or 4 substituents R^(1h); R^(B1),R^(B2) are selected independently from the group consisting of hydrogen,C₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, wherein the last threementioned radicals may carry 1, 2, 3 or 4 substituents selectedindependently from the group consisting of halogen, C₁-C₃-alkoxy,C₁-C₃-haloalkoxy, C₁-C₃-alkylthio, C₁-C₃-haloalkylthio andC₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl which is unsubstituted or may carry1, 2, 3 or 4 substituents R^(1e), phenyl which is unsubstituted or maycarry 1, 2, 3 or 4 substituents R^(1f), naphthyl which is unsubstitutedor may carry 1, 2, 3 or 4 substituents R^(1f), and hetaryl which isunsubstituted or may carry 1, 2, 3 or 4 substituents R^(1h); R^(B2)′ isselected from the group consisting of C₃-C₈-cycloalkyl which isunsubstituted or may carry 1, 2, 3 or 4 substituents R^(1e), phenylwhich is unsubstituted or may carry 1, 2, 3 or 4 substituents R^(1f),naphthyl which is unsubstituted or may carry 1, 2, 3 or 4 substituentsR^(1f), and hetaryl which is unsubstituted or may carry 1, 2, 3 or 4substituents R^(1h); R^(C) is selected from the group consisting ofC₁-C₆-alkyl which carries 1, 2, 3 or 4 radicals selected from the groupconsisting of C(═O)OH, aryloxy, hetaryloxy, arylthio, hetarylthio andC₁-C₄-alkoxycarbonyl, wherein the five last mentioned radicals areunsubstituted or may carry 1, 2, 3 or 4 groups selected independentlyfrom the group consisting of CN, NO₂, halogen, C₁-C₃-alkyl,C₁-C₃-alkoxy, C₁-C₃-haloalkyl, C₁-C₃-haloalkoxy and C₃-C₈-cycloalkyl;R^(C)′ is selected from the group consisting of hydrogen, C₁-C₆-alkyl,C₂-C₆-alkenyl, C₂-C₆-alkynyl, wherein the last three mentioned radicalsmay carry 1, 2, 3 or 4 substituents selected independently from thegroup consisting of halogen, C₁-C₃-alkoxy, C₁-C₃-haloalkoxy,C₁-C₃-alkylthio, C₁-C₃-haloalkylthio and C₃-C₈-cycloalkyl,C₃-C₈-cycloalkyl which is unsubstituted or may carry 1, 2, 3 or 4substituents R^(1e), phenyl which is unsubstituted or may carry 1, 2, 3or 4 substituents R^(1f), naphthyl which is unsubstituted or may carry1, 2, 3 or 4 substituents R^(1f), and hetaryl which is unsubstituted ormay carry 1, 2, 3 or 4 substituents R^(1h); R^(D), R^(E) are selectedfrom the group consisting of C₂-C₆-alkenyl, C₂-C₆-alkynyl, wherein thelast two mentioned radicals may carry 1, 2, 3 or 4 substituents selectedindependently from the group consisting of halogen, C₁-C₃-alkoxy,C₁-C₃-haloalkoxy, C₁-C₃-alkylthio, C₁-C₃-haloalkylthio andC₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl which is unsubstituted or may carry1, 2, 3 or 4 substituents R^(1e), phenyl which is unsubstituted or maycarry 1, 2, 3 or 4 substituents R^(1f), naphthyl which is unsubstitutedor may carry 1, 2, 3 or 4 substituents R^(1f), and hetaryl which isunsubstituted or may carry 1, 2, 3 or 4 substituents R^(1h); R^(D)′,R^(E)′, R^(F), R^(G), R^(H1), R^(H2) have one of the meanings given forR^(D), R^(E) or are selected from the group consisting of hydrogen andC₁-C₆-alkyl, which is unsubstituted or carries 1, 2, 3 or 4 substituentsselected independently from the group consisting of halogen,C₁-C₃-alkoxy, C₁-C₃-haloalkoxy, C₁-C₃-alkylthio, C₁-C₃-haloalkylthio andC₃-C₈-cycloalkyl; R^(I), R^(K) are selected from the group consisting ofC₁-C₆-alkyl, C₂-C₆-alkenyl, C₂-C₆-alkynyl, wherein the last threementioned radicals may carry 1, 2, 3 or 4 substituents selectedindependently from the group consisting of halogen, C₁-C₃-alkoxy,C₁-C₃-haloalkoxy, C₁-C₃-alkylthio, C₁-C₃-haloalkylthio andC₃-C₈-cycloalkyl, C₃-C₈-cycloalkyl which is unsubstituted or may carry1, 2, 3 or 4 substituents R^(1e), phenyl which is unsubstituted or maycarry 1, 2, 3 or 4 substituents R^(1f), naphthyl which is unsubstitutedor may carry 1, 2, 3 or 4 substituents R^(1f), and hetaryl which isunsubstituted or may carry 1, 2, 3 or 4 substituents R^(1h); R^(J) isselected from the group consisting of hydrogen, C₁-C₆-alkyl,C₂-C₆-alkenyl, C₂-C₆-alkynyl, wherein the last three mentioned radicalsmay carry 1, 2, 3 or 4 substituents selected independently from thegroup consisting of halogen, C₁-C₃-alkoxy, C₁-C₃-haloalkoxy,C₁-C₃-alkylthio, C₁-C₃-haloalkylthio and C₃-C₈-cycloalkyl,C₃-C₈-cycloalkyl which is unsubstituted or may carry 1, 2, 3 or 4substituents R^(1e), phenyl which is unsubstituted or may carry 1, 2, 3or 4 substituents R^(1f), naphthyl which is unsubstituted or may carry1, 2, 3 or 4 substituents R^(1f), and hetaryl which is unsubstituted ormay carry 1, 2, 3 or 4 substituents R^(1h); R^(1a), R^(1b), R^(1c) andR^(1d) is selected from the group consisting of hydrogen C₁-C₃-alkyl,C₁-C₃-alkoxy, C₃-C₈-cycloalkyl, C₂-C₃-alkenyl and C₂-C₃-alkenyloxy;R^(1e), R^(1g) are independently of one another selected from the groupconsisting of C₁-C₃-alkyl, C₁-C₃-alkoxy, C₁-C₃-haloalkyl andC₁-C₃-haloalkoxy; R^(1f), R^(1h) are independently of one anotherselected from the group consisting of CN, NO₂, halogen, C₁-C₃-alkyl,C₁-C₃-alkoxy, C₁-C₃-haloalkyl, C₁-C₃-haloalkoxy and C₃-C₈-cycloalkyl;R^(1i) is selected from the group consisting of hydrogen, C₁-C₃-alkyl,C₁-C₃-alkoxy, C₃-C₈-cycloalkyl, C₂-C₃-alkenyl and C₂-C₃-alkenyloxy; andR^(1j) is selected from the group consisting of C₁-C₃-alkyl,C₁-C₃-alkoxy, C₃-C₈-cycloalkyl, C₂-C₃-alkenyl and C₂-C₃-alkenyloxy; andR², R³, R⁴, R⁵ and R⁶ are each independently hydrogen, halogen, OH, SH,NH₂, SO₃H, COOH, cyano, nitro, C₁-C₆-alkyl, C₁-C₆-alkoxy,C₁-C₆-alkylamino, di(C₁-C₆-alkyl)amino, C₁-C₈-alkylthio, C₂-C₆-alkenyl,C₂-C₆-alkenyloxy, C₂-C₆-alkenylamino, C₂-C₆-alkenylthio, C₂-C₆-alkynyl,C₂-C₆-alkynyloxy, C₂-C₆-alkynylamino, C₂-C₆-alkynylthio,C₁-C₆-alkylsulfonyl, C₁-C₆-alkylsulfoxyl, C₂-C₆-alkenylsulfonyl,C₂-C₆-alkynylsulfonyl, formyl, C₁-C₆-alkylcarbonyl,C₂-C₆-alkenylcarbonyl, C₂-C₆-alkynylcarbonyl, C₁-C₆-alkoxycarbonyl,C₂-C₆-alkenyloxycarbonyl, C₂-C₆-alkynyloxycarbonyl,C₁-C₆-alkylcarbonyloxy, C₁-C₆-alkylcarbonyloxy,C₂-C₆-alkenylcarbonyloxy, C₂-C₆-alkynylcarbonyloxy, wherein the carbonatoms in the aliphatic radicals of the aforementioned groups may carryany combination of 1, 2 or 3 radicals selected from the group consistingof halogen, cyano, nitro, hydroxy, mercapto, amino, carboxyl,C₁-C₆-alkyl, C₁-C₆-alkoxy, C₂-C₆-alkenyloxy, C₂-C₆-alkynyloxy,C₁-C₆-haloalkoxy and C₁-C₆-alkylthio, C(O)NR^(L)R^(M), (SO₂)NR^(L)R^(M),wherein R^(L) and R^(M) are each independently hydrogen, C₁-C₆-alkyl,C₂-C₆-alkenyl, or C₂-C₆-alkynyl, wherein the carbon atoms in thesegroups may carry any combination of 1, 2 or 3 radicals selected from thegroup consisting of halogen, cyano, nitro, hydroxy, mercapto, amino,carboxyl, C₁-C₆-alkyl, C₁-C₆-alkoxy, C₂-C₆-alkenyloxy, C₂-C₆-alkynyloxy,C₁-C₆-haloalkoxy and C₁-C₆-alkylthio, a radical Y—Ar or a radical Y-Cy,wherein Y is a single bond, oxygen, sulfur, C₁-C₆-alkanediyl orC₁-C₆-alkanediyloxy, Ar is phenyl, naphthyl or a mono- or bicyclic 5- to10-membered heteroaromatic ring, which contains 1, 2, 3 or 4 heteroatomsselected from the group consisting of oxygen, sulfur and nitrogen asring members, wherein Ar is unsubstituted or may carry any combinationof 1, 2, 3, 4 or 5 radicals selected from the group consisting ofhalogen, cyano, nitro, hydroxy, mercapto, amino, carboxyl, C₁-C₆-alkyl,C₁-C₆-alkoxy, C₂-C₆-alkenyloxy, C₂-C₆-alkynyloxy, C₁-C₆-haloalkoxy andC₁-C₆-alkylthio; and Cy is C₃-C₁₂-cycloalkyl, which is unsubstituted orsubstituted with any combination of 1, 2, 3, 4 or 5 radicals selectedfrom the group consisting of halogen, cyano, nitro, hydroxy, mercapto,amino, carboxyl, C₁-C₆-alkyl, C₁-C₆-alkoxy, C₂-C₆-alkenyloxy,C₂-C₆-alkynyloxy, C₁-C₆-haloalkoxy and C₁-C₆-alkylthiol; and wherein tworadicals R², R³, R⁴, R⁵ or R⁶ that are bound to adjacent carbon atoms ofthe phenyl rings may form together with said carbon atoms a fusedbenzene ring, a fused saturated or partially un-saturated 5-, 6-, or7-membered carbocycle or a fused 5-, 6-, or 7-membered heterocycle,which contains 1, 2, 3 or 4 heteroatoms selected from the groupconsisting of O, S and N as ring members, and wherein the fused ring isunsubstituted or may carry any combination of 1, 2, 3, or 4 radicalsselected from the group consisting of halogen, cyano, nitro, hydroxy,mercapto, amino, carboxyl, C₁-C₆-alkyl, C₁-C₆-alkoxy, C₂-C₆-alkenyloxy,C₂-C₆-alkynyloxy, C₁-C₆-haloalkoxy and C₁-C₆-alkylthio; provided that R²and R³ are different from hydrogen or R² and R⁴ are different fromhydrogen, the enantiomers, diastereomers or salts thereof.
 35. Thecompound of formula I according to claim 34, wherein X is S.
 36. Thecompound of formula I according to claim 34, wherein R¹ is selected fromthe group consisting of —C(═O)—R^(C), —C(═O)—OR^(D), —C(═O)—SR^(E),—C(═O)—NR^(B1)R^(B2)′, —C(═S)—R^(C)′, —C(═S)—OR^(D)′, —C(═S)—SR^(E)′,—C(═S)—NR^(B1)R^(B2), —C(═NR^(1e))—R^(C)′, —C(═NR^(1f))—OR^(D)′,—C(═NR^(1g))—SR^(E)′, and —C(═NR^(1h))—NR^(B1)R^(B2), wherein R^(B1),R^(B2), R^(B2)′, R^(C), R^(C)′, R^(D), R^(D)′, R^(E), R^(E)′, R^(1e),R^(1f), R^(1g) and R^(1h) have one of the meanings given before.
 37. Thecompound of formula I according to claim 36, wherein R¹ is—C(═S)—NR^(B1)R^(B2), wherein R^(B1) and R^(B2) have one of the meaningsgiven before.
 38. The compound of formula I according to claim 34,wherein R¹ is selected from the group consisting of C₁-C₈-alkenyl,C₁-C₈-alkynyl and C₃-C₈-cycloalkyl, which is unsubstituted or may carry1 to 4 substituents R^(1e) as defined in claim
 34. 39. The compound offormula I according to claim 34, wherein R¹ is selected from the groupconsisting of —S(═O)—R^(F), —S(═O)₂—R^(G), —S(═O)₂—NR^(B1)R^(B2)′,—P(═O)R^(H1)R^(H2), —P(═S)R^(H1)R^(H2), wherein R^(B1), R^(B2), R^(F),R^(G), R^(H1) and R^(H2) have one of the meanings given in claim
 37. 40.The compound of formula I according to claim 34, wherein A is a radicalof formula A.1.
 41. The compound according to claim 34, wherein R² isselected from the group consisting of hydrogen, halogen, C₁-C₃-alkyl,C₁-C₃-alkoxy, C₁-C₃-haloalkyl and C₁-C₃-haloalkoxy.
 42. The compoundaccording to claim 34 wherein R² together with R³ forms a bivalentradical selected from —O—CH₂—O—, —O—CH₂—CH₂— or —O—CF₂—O—.
 43. Thecompound according to claim 34, wherein R³ is selected from the groupconsisting of hydrogen, halogen, C₁-C₃-alkyl and C₁-C₃-haloalkyl. 44.The compound according to claim 34, wherein R⁴ is selected from thegroup consisting of hydrogen, halogen, C₁-C₃-alkyl, C₁-C₃-alkoxy,C₁-C₃-haloalkyl and C₁-C₃-haloalkoxy.
 45. The compound according toclaim 34, wherein R⁵ is selected from the group consisting of hydrogen,halogen, C₁-C₃-alkyl, C₁-C₃-alkoxy, C₁-C₃-haloalkyl andC₁-C₃-haloalkoxy.
 46. The compound according to claim 34, wherein R⁶ isselected from the group consisting of halogen, C₁-C₃-alkyl,C₁-C₃-alkoxy, C₁-C₃-haloalkyl and C₁-C₃-haloalkoxy.
 47. The compoundaccording to claim 34, wherein R⁷ is selected from the group consistingof hydrogen, halogen, C₁-C₃-alkyl, C₁-C₃-alkoxy, C₁-C₃-haloalkyl andC₁-C₃-haloalkoxy.
 48. The compound according to claim 34, wherein R² isselected from the group consisting of hydrogen, halogen, C₁-C₃-alkyl,C₁-C₃-alkoxy, C₁-C₃-haloalkyl and C₁-C₃-haloalkoxy; R³ is selected fromthe group consisting of hydrogen, halogen, C₁-C₃-alkyl andC₁-C₃-haloalkyl; or R² together with R³ forms a bivalent radicalselected from —O—CH₂—CH_(2—), —O—CH₂—O— or —O—CF₂—O—; R⁴ is selectedfrom the group consisting of hydrogen, halogen, C₁-C₃-alkyl,C₁-C₃-alkoxy, C₁-C₃-haloalkyl and C₁-C₃-haloalkoxy; R⁵ is selected fromthe group consisting of hydrogen, halogen, C₁-C₃-alkyl, C₁-C₃-alkoxy,C₁-C₃-haloalkyl and C₁-C₃-haloalkoxy; and R⁶ is selected from the groupconsisting of halogen, C₁-C₃-alkyl, C₁-C₃-alkoxy, C₁-C₃-haloalkyl andC₁-C₃-haloalkoxy; or the enantiomers, diastereomers or salts thereof.49. The compound according to claim 48, wherein A is a radical offormula A.1.
 50. The compound according to claim 49, wherein X is S. 51.The compound according to claim 50, wherein R¹ is selected from thegroup consisting of —C(═O)—R^(C), —C(═O)—OR^(D), —C(═O)—SR^(E),—C(═O)—NR^(B1)R^(B)′, —C(═S)—R^(C)′, —C(═S)—OR^(D)′, —C(═S)—SR^(E)′,—C(═S)—NR^(B1)R^(B2), —C(═NR^(1e))—R^(C)′, —C(═NR^(1f))—OR^(D)′,—C(═NR^(1g))—SR^(E)′, and —C(═NR^(1h))—NR^(B1)R^(B2), wherein R^(B1),R^(B2), R^(B2)′, R^(C), R^(C)′, R^(D), R^(D)′, R^(e), R^(E)′, R^(1e),NR^(1f), R^(1g) and R^(1h) have one of the meanings given before. 52.The compound according to claim 51, wherein R¹ is —C(═S)—NR^(B1)R^(B2).53. The compound according to claim 50, wherein R¹ is selected from thegroup consisting of C₁-C₈-alkenyl, C₁-C₈-alkynyl and C₃-C₈-cycloalkyl,which is unsubstituted or may carry 1 to 4 substituents R^(1e).
 54. Thecompound according to claim 50, wherein R¹ is selected from the groupconsisting of —S(═O)—R^(F), —S(═O)₂—R^(G), —S(═O)₂—NR^(B1)R^(B2)′,—P(═O)R^(H1)R^(H2), —P(═S)R^(H1)R^(H2).
 55. The compound according toclaim 54, wherein R² is selected from the group consisting of hydrogen,fluoro, chloro, bromo, methyl, methoxy, difluoromethyl, trifluoromethyl,difluoromethoxy and trifluoromethoxy.
 56. The compound according toclaim 34, wherein R⁵ is selected from the group consisting of hydrogen,fluoro, chloro, bromo, methyl, methoxy, difluoromethyl, trifluoromethyl,difluoromethoxy and trifluoromethoxy.
 57. The compound according toclaim 34, wherein R⁶ is selected from the group consisting of fluoro,chloro, bromo, methyl, methoxy, difluoromethyl, trifluoromethyl,difluoromethoxy and trifluoromethoxy.
 58. An agricultural compositioncontaining at least one compound of claim 34 and/or an agriculturallyacceptable salt thereof and at least one liquid or solid carrier.
 59. Amethod for controlling animal pests which method comprises treating thepests, their food supply, their habitat or their breeding ground or aplant, plant propagation material, soil, area, material or environmentin which the pests are growing or may grow, or the materials, plants,plant propagation material, soils, surfaces or spaces to be protectedfrom pest attack or infestation with a pesticidally effective amount ofa compound or a salt thereof as defined in claim
 34. 60. A method forprotecting plant propagation material and/or the plants which growtherefrom, which method comprises treating the plant propagationmaterial with a pesticidally effective amount of a compound or anagriculturally acceptable salt thereof as defined in claim
 34. 61. Aplant propagation material, comprising at least one compound as definedin claim 34 and/or an agriculturally acceptable salt thereof.
 62. Amethod for treating or protecting an animal from infestation orinfection by parasites which comprises bringing the animal in contactwith a parasiticidally effective amount of a compound or a veterinarilyacceptable salt thereof as defined in claim 34.